CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI1831_s0_p7 (403)

Formula C₁₇H₂₉Cl₂N₅O₈PS

MW 565.38

InChIKey CXEDBYAXQXFDHD-XYAVGMHNNA-M

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 65

Number_Heavy_Atoms 34

Number_Rings 1

Number_Bonds 65

Rotat_Bonds 20

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 13

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -2.27

logP 0.2148

PSA 237.12

MR 131.775

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -423.53354

PM7_Total_Energy_ev -6663.57858

PM7_Electronic_Energy_ev -60369.79548

PM7_Dipole_Debye 6.18783

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.964

PM7_LUMO_Energy_ev 1.134

PM7_COSMO_Area_square_ang 477.14

PM7_COSMO_Volue_cubic_ang 614.15

PM7_Electron_Affinity_ev -1.134

PM7_Ionization_Energy_ev 5.964

PM7_Energy_Gap_ev 7.098

PM7_Global_Hardness_ev 3.549

PM7_Global_Softness_ev 0.2817695125387433

PM7_Chemical_Potential_ev -2.415

PM7_Electronigativity_ev 2.415

PM7_Back_Donation_Energy_ev -0.88725

PM7_Electrophilicity_ev 0.8216715976331361

OPENEYE_Name (2~{S})-2-azaniumyl-5-[[(1~{R})-1-[[(2~{S},4~{R})-2-[bis(2-chloroethyl)amino]-2-oxo-1,3,2$l^{5}-oxazaphosphinan-4-yl]sulfanylmethyl]-2-(carboxylatomethylamino)-2-oxo-ethyl]amino]-5-oxo-pentanoate

SMILES C(=O)(CCC(C(=O)[O-])[NH3+])NC(C(=O)NCC(=O)[O-])CSC1CCOP(=O)(N1)N(CCCl)CCCl

Canonical_SMILES ClCCN([P@@]1(=O)OCC[C@H](N1)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)[NH3+])CCCl

InChI 1/C17H30Cl2N5O8PS/c18-4-6-24(7-5-19)33(31)23-14(3-8-32-33)34-10-12(16(28)21-9-15(26)27)22-13(25)2-1-11(20)17(29)30/h11-12,14H,1-10,20H2,(H,21,28)(H,22,25)(H,23,31)(H,26,27)(H,29,30)/p-1/fC17H29Cl2N5O8PS/h20-23H/q-1

InChI_3D 1S/C17H30Cl2N5O8PS/c18-4-6-24(7-5-19)33(31)23-14(3-8-32-33)34-10-12(16(28)21-9-15(26)27)22-13(25)2-1-11(20)17(29)30/h11-12,14H,1-10,20H2,(H,21,28)(H,22,25)(H,23,31)(H,26,27)(H,29,30)/p+1/t11-,12-,14+,33-/m0/s1

AuxInfo 1/1/N:10,8,5,14,15,11,12,6,9,13,17,16,1,7,3,2,4,33,34,19,20,21,18,22,23,25,29,24,26,30,27,28,31,32/E:(4,5)(6,7)(18,19)(26,27)(29,30)/F:m/E:m/rA:63cCCCCCCCCCCCCCCCCCNN+NNNOOOOOOO-O-PSClClHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s5;s5;s1;s3;s8;;;;s11;s12;s2s13;s4s10;s7;s17;s2s9;s1s16;s11s12;d1;d2;d3;d4;;s6;s3;s4;s18s22d27s28;s7s13;s14;s15;s5;s5;s6;s6;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s19;s20;s21;s19;/rC:4.4207,-3.3915,0;2.027,-3.4395,0;.6663,-5.7086,0;5.5801,-6.3335,0;;0,1.0052,0;.8675,-.4975,0;5.0627,-4.1581,0;1.433,-5.0666,0;5.7048,-4.9248,0;1.7002,3.4159,0;3.3255,2.8171,0;2.1516,-2.0308,0;1.0605,4.1844,0;4.311,2.9868,0;2.7936,-2.7975,0;6.3468,-5.6915,0;1.735,0,0;6.9888,-6.4581,0;2.1997,-4.4245,0;3.4357,-3.5642,0;2.34,2.6473,0;4.7636,-2.4521,0;1.0876,-3.0966,0;-.273,-5.3657,0;4.6408,-5.9906,0;2.7195,.8296,0;.8675,1.5129,0;.839,-6.6936,0;5.7528,-7.3185,0;1.735,1.0052,0;1.5095,-1.2642,0;.4207,4.953,0;5.2964,3.1566,0;-.1701,-.4702,0;-.4925,.0863,0;-.4922,.9174,0;-.1729,1.4744,0;.5465,-.8808,0;5.446,-3.8371,0;4.6794,-4.4792,0;1.112,-4.6832,0;1.754,-5.4499,0;6.0881,-4.6038,0;5.3214,-5.2458,0;1.3159,3.096,0;2.0845,3.7357,0;3.4104,2.3243,0;3.2406,3.3098,0;1.7683,-2.3519,0;2.5349,-1.7098,0;1.4447,4.5043,0;.6762,3.8645,0;4.3959,2.4941,0;4.2261,3.4796,0;3.177,-2.4765,0;6.7301,-5.3704,0;2.1676,-.2506,0;7.3722,-6.1371,0;6.6055,-6.7792,0;2.6694,-4.596,0;3.2642,-4.0338,0;7.3099,-6.8415,0;

Duplicates ChEBI1831_s0_p7

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1831_s0_p7.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1831_s0_p7.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1831_s0_p7.sdf

Formula	C₁₇H₂₉Cl₂N₅O₈PS
MW	565.38
InChIKey	CXEDBYAXQXFDHD-XYAVGMHNNA-M
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	65
Number_Heavy_Atoms	34
Number_Rings	1
Number_Bonds	65
Rotat_Bonds	20
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	13
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-2.27
logP	0.2148
PSA	237.12
MR	131.775
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-423.53354
PM7_Total_Energy_ev	-6663.57858
PM7_Electronic_Energy_ev	-60369.79548
PM7_Dipole_Debye	6.18783
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.964
PM7_LUMO_Energy_ev	1.134
PM7_COSMO_Area_square_ang	477.14
PM7_COSMO_Volue_cubic_ang	614.15
PM7_Electron_Affinity_ev	-1.134
PM7_Ionization_Energy_ev	5.964
PM7_Energy_Gap_ev	7.098
PM7_Global_Hardness_ev	3.549
PM7_Global_Softness_ev	0.2817695125387433
PM7_Chemical_Potential_ev	-2.415
PM7_Electronigativity_ev	2.415
PM7_Back_Donation_Energy_ev	-0.88725
PM7_Electrophilicity_ev	0.8216715976331361
OPENEYE_Name	(2~{S})-2-azaniumyl-5-[[(1~{R})-1-[[(2~{S},4~{R})-2-[bis(2-chloroethyl)amino]-2-oxo-1,3,2$l^{5}-oxazaphosphinan-4-yl]sulfanylmethyl]-2-(carboxylatomethylamino)-2-oxo-ethyl]amino]-5-oxo-pentanoate
SMILES	C(=O)(CCC(C(=O)[O-])[NH3+])NC(C(=O)NCC(=O)[O-])CSC1CCOP(=O)(N1)N(CCCl)CCCl
Canonical_SMILES	ClCCN([P@@]1(=O)OCC[C@H](N1)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)[NH3+])CCCl
InChI	1/C17H30Cl2N5O8PS/c18-4-6-24(7-5-19)33(31)23-14(3-8-32-33)34-10-12(16(28)21-9-15(26)27)22-13(25)2-1-11(20)17(29)30/h11-12,14H,1-10,20H2,(H,21,28)(H,22,25)(H,23,31)(H,26,27)(H,29,30)/p-1/fC17H29Cl2N5O8PS/h20-23H/q-1
InChI_3D	1S/C17H30Cl2N5O8PS/c18-4-6-24(7-5-19)33(31)23-14(3-8-32-33)34-10-12(16(28)21-9-15(26)27)22-13(25)2-1-11(20)17(29)30/h11-12,14H,1-10,20H2,(H,21,28)(H,22,25)(H,23,31)(H,26,27)(H,29,30)/p+1/t11-,12-,14+,33-/m0/s1
AuxInfo	1/1/N:10,8,5,14,15,11,12,6,9,13,17,16,1,7,3,2,4,33,34,19,20,21,18,22,23,25,29,24,26,30,27,28,31,32/E:(4,5)(6,7)(18,19)(26,27)(29,30)/F:m/E:m/rA:63cCCCCCCCCCCCCCCCCCNN+NNNOOOOOOO-O-PSClClHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s5;s5;s1;s3;s8;;;;s11;s12;s2s13;s4s10;s7;s17;s2s9;s1s16;s11s12;d1;d2;d3;d4;;s6;s3;s4;s18s22d27s28;s7s13;s14;s15;s5;s5;s6;s6;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s19;s20;s21;s19;/rC:4.4207,-3.3915,0;2.027,-3.4395,0;.6663,-5.7086,0;5.5801,-6.3335,0;;0,1.0052,0;.8675,-.4975,0;5.0627,-4.1581,0;1.433,-5.0666,0;5.7048,-4.9248,0;1.7002,3.4159,0;3.3255,2.8171,0;2.1516,-2.0308,0;1.0605,4.1844,0;4.311,2.9868,0;2.7936,-2.7975,0;6.3468,-5.6915,0;1.735,0,0;6.9888,-6.4581,0;2.1997,-4.4245,0;3.4357,-3.5642,0;2.34,2.6473,0;4.7636,-2.4521,0;1.0876,-3.0966,0;-.273,-5.3657,0;4.6408,-5.9906,0;2.7195,.8296,0;.8675,1.5129,0;.839,-6.6936,0;5.7528,-7.3185,0;1.735,1.0052,0;1.5095,-1.2642,0;.4207,4.953,0;5.2964,3.1566,0;-.1701,-.4702,0;-.4925,.0863,0;-.4922,.9174,0;-.1729,1.4744,0;.5465,-.8808,0;5.446,-3.8371,0;4.6794,-4.4792,0;1.112,-4.6832,0;1.754,-5.4499,0;6.0881,-4.6038,0;5.3214,-5.2458,0;1.3159,3.096,0;2.0845,3.7357,0;3.4104,2.3243,0;3.2406,3.3098,0;1.7683,-2.3519,0;2.5349,-1.7098,0;1.4447,4.5043,0;.6762,3.8645,0;4.3959,2.4941,0;4.2261,3.4796,0;3.177,-2.4765,0;6.7301,-5.3704,0;2.1676,-.2506,0;7.3722,-6.1371,0;6.6055,-6.7792,0;2.6694,-4.596,0;3.2642,-4.0338,0;7.3099,-6.8415,0;
Duplicates	ChEBI1831_s0_p7
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1831_s0_p7.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1831_s0_p7.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1831_s0_p7.sdf