CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11582 (9301)

Formula C₂₇H₃₃NO₁₀S

MW 563.62

InChIKey LEQAKWQJCITZNK-LBOYIXSDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 75

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 11

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 1.16

logP 1.1459

PSA 189.31

MR 142.239

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -337.86054

PM7_Total_Energy_ev -7075.84338

PM7_Electronic_Energy_ev -72258.56889

PM7_Dipole_Debye 4.15351

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.399

PM7_LUMO_Energy_ev -1.059

PM7_COSMO_Area_square_ang 484.73

PM7_COSMO_Volue_cubic_ang 658.83

PM7_Electron_Affinity_ev 1.059

PM7_Ionization_Energy_ev 8.399

PM7_Energy_Gap_ev 7.34

PM7_Global_Hardness_ev 3.67

PM7_Global_Softness_ev 0.2724795640326976

PM7_Chemical_Potential_ev -4.729

PM7_Electronigativity_ev 4.729

PM7_Back_Donation_Energy_ev -0.9175

PM7_Electrophilicity_ev 3.046790326975477

OPENEYE_Name ~{N}-[(7~{S})-1,2-dimethoxy-10-methylsulfanyl-9-oxo-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6,7-dihydro-5~{H}-benzo[a]heptalen-7-yl]acetamide

SMILES c1c2c(c(c(c1OC3C(C(C(C(O3)CO)O)O)O)OC)OC)-c4ccc(c(=O)cc4C(CC2)NC(=O)C)SC

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc3CC[C@@H](c4c(c3c(c2OC)OC)ccc(c(=O)c4)SC)NC(=O)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C27H33NO10S/c1-12(30)28-16-7-5-13-9-18(37-27-24(34)23(33)22(32)19(11-29)38-27)25(35-2)26(36-3)21(13)14-6-8-20(39-4)17(31)10-15(14)16/h6,8-10,16,19,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)/f/h28H

InChI_3D 1S/C27H33NO10S/c1-12(30)28-16-7-5-13-9-18(37-27-24(34)23(33)22(32)19(11-29)38-27)25(35-2)26(36-3)21(13)14-6-8-20(39-4)17(31)10-15(14)16/h6,8-10,16,19,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)/t16-,19+,22+,23-,24+,27+/m0/s1

AuxInfo 1/1/N:23,25,24,26,15,7,16,8,1,9,27,14,3,10,11,17,13,4,21,12,2,19,18,20,6,5,22,28,35,30,29,33,32,34,38,37,36,31,39/F:m/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;;s7;;s2d7;d9s10;d8;s9s12;;s3;s15;s11s16;;s18;s18;s19;s20;s14;;;;s21;s14s17;d13;d14;s21s22;s18;s19;s20;s27;s4s22;s5s24;s6s25;s12s26;s1;s7;s8;s9;s15;s15;s16;s16;s17;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s28;s32;s33;s34;s35;/rC:2.8385,1.8422,0;4.1697,2.9504,0;3.8239,2.012,0;2.1987,2.6108,0;3.5299,3.7189,0;2.5444,3.5492,0;5.0232,4.2605,0;5.7418,4.9559,0;6.9059,3.034,0;5.1188,3.2651,0;5.9567,2.7193,0;6.7335,4.8277,0;7.2516,3.9724,0;7.9588,.248,0;4.342,1.1567,0;5.3338,1.0284,0;6.0524,1.7239,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;8.4769,-.6073,0;3.4951,6.1296,0;.9192,4.1479,0;8.2779,5.6118,0;-1.4725,3.1448,0;6.959,.227,0;8.247,4.068,0;8.4405,1.1243,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.1349,5.361,0;1.9046,4.3177,0;7.2794,5.6656,0;2.6656,1.3731,0;4.554,4.4334,0;5.5844,5.4305,0;7.2536,2.6747,0;4.3898,.659,0;3.8674,.9993,0;5.7527,.7555,0;5.1609,.5593,0;6.527,1.8812,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;8.9045,-.3483,0;8.0492,-.8664,0;8.7359,-1.035,0;3.1108,5.8097,0;3.8794,6.4495,0;3.1752,6.5139,0;1.004,3.6552,0;.8343,4.6407,0;.4264,4.0631,0;8.251,5.1125,0;8.3048,6.1111,0;8.7772,5.5849,0;-1.9417,2.9719,0;-1.0033,3.3177,0;6.7181,-.2112,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates DB11582

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11582.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11582.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11582.sdf

Formula	C₂₇H₃₃NO₁₀S
MW	563.62
InChIKey	LEQAKWQJCITZNK-LBOYIXSDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	75
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	11
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	1.16
logP	1.1459
PSA	189.31
MR	142.239
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-337.86054
PM7_Total_Energy_ev	-7075.84338
PM7_Electronic_Energy_ev	-72258.56889
PM7_Dipole_Debye	4.15351
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.399
PM7_LUMO_Energy_ev	-1.059
PM7_COSMO_Area_square_ang	484.73
PM7_COSMO_Volue_cubic_ang	658.83
PM7_Electron_Affinity_ev	1.059
PM7_Ionization_Energy_ev	8.399
PM7_Energy_Gap_ev	7.34
PM7_Global_Hardness_ev	3.67
PM7_Global_Softness_ev	0.2724795640326976
PM7_Chemical_Potential_ev	-4.729
PM7_Electronigativity_ev	4.729
PM7_Back_Donation_Energy_ev	-0.9175
PM7_Electrophilicity_ev	3.046790326975477
OPENEYE_Name	~{N}-[(7~{S})-1,2-dimethoxy-10-methylsulfanyl-9-oxo-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6,7-dihydro-5~{H}-benzo[a]heptalen-7-yl]acetamide
SMILES	c1c2c(c(c(c1OC3C(C(C(C(O3)CO)O)O)O)OC)OC)-c4ccc(c(=O)cc4C(CC2)NC(=O)C)SC
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc3CC[C@@H](c4c(c3c(c2OC)OC)ccc(c(=O)c4)SC)NC(=O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C27H33NO10S/c1-12(30)28-16-7-5-13-9-18(37-27-24(34)23(33)22(32)19(11-29)38-27)25(35-2)26(36-3)21(13)14-6-8-20(39-4)17(31)10-15(14)16/h6,8-10,16,19,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)/f/h28H
InChI_3D	1S/C27H33NO10S/c1-12(30)28-16-7-5-13-9-18(37-27-24(34)23(33)22(32)19(11-29)38-27)25(35-2)26(36-3)21(13)14-6-8-20(39-4)17(31)10-15(14)16/h6,8-10,16,19,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)/t16-,19+,22+,23-,24+,27+/m0/s1
AuxInfo	1/1/N:23,25,24,26,15,7,16,8,1,9,27,14,3,10,11,17,13,4,21,12,2,19,18,20,6,5,22,28,35,30,29,33,32,34,38,37,36,31,39/F:m/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;;s7;;s2d7;d9s10;d8;s9s12;;s3;s15;s11s16;;s18;s18;s19;s20;s14;;;;s21;s14s17;d13;d14;s21s22;s18;s19;s20;s27;s4s22;s5s24;s6s25;s12s26;s1;s7;s8;s9;s15;s15;s16;s16;s17;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s28;s32;s33;s34;s35;/rC:2.8385,1.8422,0;4.1697,2.9504,0;3.8239,2.012,0;2.1987,2.6108,0;3.5299,3.7189,0;2.5444,3.5492,0;5.0232,4.2605,0;5.7418,4.9559,0;6.9059,3.034,0;5.1188,3.2651,0;5.9567,2.7193,0;6.7335,4.8277,0;7.2516,3.9724,0;7.9588,.248,0;4.342,1.1567,0;5.3338,1.0284,0;6.0524,1.7239,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;8.4769,-.6073,0;3.4951,6.1296,0;.9192,4.1479,0;8.2779,5.6118,0;-1.4725,3.1448,0;6.959,.227,0;8.247,4.068,0;8.4405,1.1243,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.1349,5.361,0;1.9046,4.3177,0;7.2794,5.6656,0;2.6656,1.3731,0;4.554,4.4334,0;5.5844,5.4305,0;7.2536,2.6747,0;4.3898,.659,0;3.8674,.9993,0;5.7527,.7555,0;5.1609,.5593,0;6.527,1.8812,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;8.9045,-.3483,0;8.0492,-.8664,0;8.7359,-1.035,0;3.1108,5.8097,0;3.8794,6.4495,0;3.1752,6.5139,0;1.004,3.6552,0;.8343,4.6407,0;.4264,4.0631,0;8.251,5.1125,0;8.3048,6.1111,0;8.7772,5.5849,0;-1.9417,2.9719,0;-1.0033,3.3177,0;6.7181,-.2112,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	DB11582
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11582.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11582.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11582.sdf