CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04391_p0 (4704)

Formula C₂₉H₄₆N₆O₉S

MW 654.78

InChIKey WZVRXEOKWMIDDV-FNXDCDHJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 91

Number_Heavy_Atoms 45

Number_Rings 3

Number_Bonds 93

Rotat_Bonds 21

Unbranched_Chain 6

Chiral_Centers 7

ONatoms 15

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -2.39

logP 3.155

PSA 255.35

MR 169.854

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -383.56327

PM7_Total_Energy_ev -8136.54507

PM7_Electronic_Energy_ev -92124.61784

PM7_Dipole_Debye 8.35271

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.919

PM7_LUMO_Energy_ev -0.02

PM7_COSMO_Area_square_ang 591.89

PM7_COSMO_Volue_cubic_ang 782.44

PM7_Electron_Affinity_ev 0.02

PM7_Ionization_Energy_ev 8.919

PM7_Energy_Gap_ev 8.899

PM7_Global_Hardness_ev 4.4495

PM7_Global_Softness_ev 0.2247443532981234

PM7_Chemical_Potential_ev -4.4695

PM7_Electronigativity_ev 4.4695

PM7_Back_Donation_Energy_ev -1.112375

PM7_Electrophilicity_ev 2.2447949488706596

OPENEYE_Name [(2~{S},3~{a}~{S},6~{R},7~{a}~{S})-2-(4-guanidinobutylcarbamoyl)-1-[(2~{R},3~{R})-2-[[(2~{R})-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]-3-methyl-pentanoyl]-2,3,3~{a},4,5,6,7,7~{a}-octahydroindol-6-yl] hydrogen sulfate

SMILES c1cc(ccc1CC(C(=O)NC(C(=O)N2C(CC3C2CC(CC3)OS(=O)(=O)O)C(=O)NCCCCN=C(N)N)C(C)CC)O)O

Canonical_SMILES CC[C@H]([C@H](C(=O)N1[C@H]2C[C@@H](CC[C@H]2C[C@H]1C(=O)NCCCCN=C(N)N)OS(=O)(=O)O)NC(=O)[C@@H](Cc1ccc(cc1)O)O)C

InChI 1/C29H46N6O9S/c1-3-17(2)25(34-27(39)24(37)14-18-6-9-20(36)10-7-18)28(40)35-22-16-21(44-45(41,42)43)11-8-19(22)15-23(35)26(38)32-12-4-5-13-33-29(30)31/h6-7,9-10,17,19,21-25,36-37H,3-5,8,11-16H2,1-2H3,(H,32,38)(H,34,39)(H4,30,31,33)(H,41,42,43)/f/h32,34,41H,30-31H2

InChI_3D 1S/C29H46N6O9S/c1-3-17(2)25(34-27(39)24(37)14-18-6-9-20(36)10-7-18)28(40)35-22-16-21(44-45(41,42)43)11-8-19(22)15-23(35)26(38)32-12-4-5-13-33-29(30)31/h6-7,9-10,17,19,21-25,36-37H,3-5,8,11-16H2,1-2H3,(H,32,38)(H,34,39)(H4,30,31,33)(H,41,42,43)/t17-,19+,21-,22+,23+,24-,25-/m1/s1

AuxInfo 1/1/N:19,20,22,24,23,1,2,11,3,4,12,26,25,21,13,14,29,5,16,6,18,17,15,28,27,7,9,8,10,32,33,34,30,35,31,41,42,36,38,37,39,40,43,44,45/E:(6,7)(9,10)(30,31)(41,42,43)/F:19,20,22,24,23,1,2,11,3,4,12,26,25,21,13,14,29,5,16,6,18,17,15,28,27,7,9,8,10,32,33,34,30,35,31,41,42,36,38,37,43,39,40,44,45/E:(6,7)(9,10)(30,31)(42,43)/CRV:45.6/rA:91cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;;;s11;;;s7s13;s11s13;s14s16;s12s14;;;s5;s19;;s23;s23;s24;s8;s9s21;s20s22s27;d10s25;s8s15s17;s10;s10;s7s26;s9s27;d7;d8;d9;;;s6;s28;;s18;d39d40s43s44;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s28;s29;s32;s32;s33;s33;s34;s35;s41;s42;s43;/rC:1.478,7.717,0;3.175,8.0778,0;1.269,8.7002,0;2.966,9.061,0;2.4299,7.4108,0;2.0119,9.3772,0;4.0289,1.1715,0;3.2346,2.9813,0;3.0537,4.4763,0;5.2768,-4.6973,0;.868,-.4978,0;;2.6938,-.3125,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;1.736,1.0058,0;0,1.0058,0;4.775,5.3534,0;6.169,3.605,0;2.6379,6.4326,0;4.9829,4.3752,0;5.6039,-2.0718,0;5.396,-1.0937,0;5.8119,-3.05,0;5.188,-.1156,0;4.2127,3.1892,0;2.8458,5.4545,0;5.1908,3.3971,0;6.0199,-4.0281,0;2.6938,1.3169,0;4.3258,-4.3884,0;5.4848,-5.6754,0;4.98,.8626,0;4.0048,4.1673,0;3.8209,2.1496,0;2.5654,3.7244,0;2.3106,3.8072,0;-2.5317,-.4615,0;-2.8829,1.5074,0;1.804,10.3554,0;1.8677,5.2466,0;-3.6917,.3473,0;-1.7228,.6985,0;-2.7073,.5229,0;1.1069,7.3819,0;3.6504,7.9226,0;.793,8.8533,0;3.3386,9.3945,0;1.1888,-.8814,0;.5468,-.881,0;-.1701,-.4702,0;-.4925,.0863,0;3.1268,-.5625,0;2.4904,-.7693,0;.5459,1.8962,0;1.1901,1.8962,0;3.6574,.1677,0;1.3035,.2497,0;1.7898,1.5029,0;-.1729,1.475,0;4.2859,5.2494,0;5.2641,5.4574,0;4.671,5.8425,0;6.065,4.0941,0;6.273,3.116,0;6.6581,3.709,0;3.1269,6.5366,0;2.1488,6.3287,0;5.472,4.4792,0;4.4939,4.2713,0;6.093,-1.9678,0;5.1149,-2.1758,0;4.9069,-1.1977,0;5.885,-.9897,0;6.301,-2.946,0;5.3229,-3.154,0;4.6989,-.2196,0;5.677,-.0116,0;4.3167,2.7001,0;3.3349,5.5584,0;5.2948,2.908,0;4.2218,-3.8993,0;3.9542,-4.7229,0;5.1133,-6.01,0;5.9604,-5.8299,0;5.3515,1.1971,0;4.3763,4.5019,0;1.3285,10.5099,0;1.7131,4.771,0;-3.8618,-.1228,0;

Duplicates DB04391_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04391_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04391_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04391_p0.sdf

Formula	C₂₉H₄₆N₆O₉S
MW	654.78
InChIKey	WZVRXEOKWMIDDV-FNXDCDHJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	91
Number_Heavy_Atoms	45
Number_Rings	3
Number_Bonds	93
Rotat_Bonds	21
Unbranched_Chain	6
Chiral_Centers	7
ONatoms	15
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-2.39
logP	3.155
PSA	255.35
MR	169.854
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-383.56327
PM7_Total_Energy_ev	-8136.54507
PM7_Electronic_Energy_ev	-92124.61784
PM7_Dipole_Debye	8.35271
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.919
PM7_LUMO_Energy_ev	-0.02
PM7_COSMO_Area_square_ang	591.89
PM7_COSMO_Volue_cubic_ang	782.44
PM7_Electron_Affinity_ev	0.02
PM7_Ionization_Energy_ev	8.919
PM7_Energy_Gap_ev	8.899
PM7_Global_Hardness_ev	4.4495
PM7_Global_Softness_ev	0.2247443532981234
PM7_Chemical_Potential_ev	-4.4695
PM7_Electronigativity_ev	4.4695
PM7_Back_Donation_Energy_ev	-1.112375
PM7_Electrophilicity_ev	2.2447949488706596
OPENEYE_Name	[(2~{S},3~{a}~{S},6~{R},7~{a}~{S})-2-(4-guanidinobutylcarbamoyl)-1-[(2~{R},3~{R})-2-[[(2~{R})-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]-3-methyl-pentanoyl]-2,3,3~{a},4,5,6,7,7~{a}-octahydroindol-6-yl] hydrogen sulfate
SMILES	c1cc(ccc1CC(C(=O)NC(C(=O)N2C(CC3C2CC(CC3)OS(=O)(=O)O)C(=O)NCCCCN=C(N)N)C(C)CC)O)O
Canonical_SMILES	CC[C@H]([C@H](C(=O)N1[C@H]2C[C@@H](CC[C@H]2C[C@H]1C(=O)NCCCCN=C(N)N)OS(=O)(=O)O)NC(=O)[C@@H](Cc1ccc(cc1)O)O)C
InChI	1/C29H46N6O9S/c1-3-17(2)25(34-27(39)24(37)14-18-6-9-20(36)10-7-18)28(40)35-22-16-21(44-45(41,42)43)11-8-19(22)15-23(35)26(38)32-12-4-5-13-33-29(30)31/h6-7,9-10,17,19,21-25,36-37H,3-5,8,11-16H2,1-2H3,(H,32,38)(H,34,39)(H4,30,31,33)(H,41,42,43)/f/h32,34,41H,30-31H2
InChI_3D	1S/C29H46N6O9S/c1-3-17(2)25(34-27(39)24(37)14-18-6-9-20(36)10-7-18)28(40)35-22-16-21(44-45(41,42)43)11-8-19(22)15-23(35)26(38)32-12-4-5-13-33-29(30)31/h6-7,9-10,17,19,21-25,36-37H,3-5,8,11-16H2,1-2H3,(H,32,38)(H,34,39)(H4,30,31,33)(H,41,42,43)/t17-,19+,21-,22+,23+,24-,25-/m1/s1
AuxInfo	1/1/N:19,20,22,24,23,1,2,11,3,4,12,26,25,21,13,14,29,5,16,6,18,17,15,28,27,7,9,8,10,32,33,34,30,35,31,41,42,36,38,37,39,40,43,44,45/E:(6,7)(9,10)(30,31)(41,42,43)/F:19,20,22,24,23,1,2,11,3,4,12,26,25,21,13,14,29,5,16,6,18,17,15,28,27,7,9,8,10,32,33,34,30,35,31,41,42,36,38,37,43,39,40,44,45/E:(6,7)(9,10)(30,31)(42,43)/CRV:45.6/rA:91cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;;;s11;;;s7s13;s11s13;s14s16;s12s14;;;s5;s19;;s23;s23;s24;s8;s9s21;s20s22s27;d10s25;s8s15s17;s10;s10;s7s26;s9s27;d7;d8;d9;;;s6;s28;;s18;d39d40s43s44;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s28;s29;s32;s32;s33;s33;s34;s35;s41;s42;s43;/rC:1.478,7.717,0;3.175,8.0778,0;1.269,8.7002,0;2.966,9.061,0;2.4299,7.4108,0;2.0119,9.3772,0;4.0289,1.1715,0;3.2346,2.9813,0;3.0537,4.4763,0;5.2768,-4.6973,0;.868,-.4978,0;;2.6938,-.3125,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;1.736,1.0058,0;0,1.0058,0;4.775,5.3534,0;6.169,3.605,0;2.6379,6.4326,0;4.9829,4.3752,0;5.6039,-2.0718,0;5.396,-1.0937,0;5.8119,-3.05,0;5.188,-.1156,0;4.2127,3.1892,0;2.8458,5.4545,0;5.1908,3.3971,0;6.0199,-4.0281,0;2.6938,1.3169,0;4.3258,-4.3884,0;5.4848,-5.6754,0;4.98,.8626,0;4.0048,4.1673,0;3.8209,2.1496,0;2.5654,3.7244,0;2.3106,3.8072,0;-2.5317,-.4615,0;-2.8829,1.5074,0;1.804,10.3554,0;1.8677,5.2466,0;-3.6917,.3473,0;-1.7228,.6985,0;-2.7073,.5229,0;1.1069,7.3819,0;3.6504,7.9226,0;.793,8.8533,0;3.3386,9.3945,0;1.1888,-.8814,0;.5468,-.881,0;-.1701,-.4702,0;-.4925,.0863,0;3.1268,-.5625,0;2.4904,-.7693,0;.5459,1.8962,0;1.1901,1.8962,0;3.6574,.1677,0;1.3035,.2497,0;1.7898,1.5029,0;-.1729,1.475,0;4.2859,5.2494,0;5.2641,5.4574,0;4.671,5.8425,0;6.065,4.0941,0;6.273,3.116,0;6.6581,3.709,0;3.1269,6.5366,0;2.1488,6.3287,0;5.472,4.4792,0;4.4939,4.2713,0;6.093,-1.9678,0;5.1149,-2.1758,0;4.9069,-1.1977,0;5.885,-.9897,0;6.301,-2.946,0;5.3229,-3.154,0;4.6989,-.2196,0;5.677,-.0116,0;4.3167,2.7001,0;3.3349,5.5584,0;5.2948,2.908,0;4.2218,-3.8993,0;3.9542,-4.7229,0;5.1133,-6.01,0;5.9604,-5.8299,0;5.3515,1.1971,0;4.3763,4.5019,0;1.3285,10.5099,0;1.7131,4.771,0;-3.8618,-.1228,0;
Duplicates	DB04391_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04391_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04391_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04391_p0.sdf