CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198643_s0 (2541574)

Formula C₂₄H₂₂N₂O₁₁S

MW 546.5

InChIKey HWQZQOYBMBRIAX-WLCZTQSQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 63

Rotat_Bonds 12

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 13

HB_Donor 5

HB_Acceptor 11

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -0.84

logP 1.7276

PSA 224.06

MR 131.394

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -391.60643

PM7_Total_Energy_ev -7042.57609

PM7_Electronic_Energy_ev -62835.79036

PM7_Dipole_Debye 10.93251

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.322

PM7_LUMO_Energy_ev -2.232

PM7_COSMO_Area_square_ang 468.65

PM7_COSMO_Volue_cubic_ang 573.4

PM7_Electron_Affinity_ev 2.232

PM7_Ionization_Energy_ev 9.322

PM7_Energy_Gap_ev 7.09

PM7_Global_Hardness_ev 3.545

PM7_Global_Softness_ev 0.2820874471086037

PM7_Chemical_Potential_ev -5.777

PM7_Electronigativity_ev 5.777

PM7_Back_Donation_Energy_ev -0.88625

PM7_Electrophilicity_ev 4.707155007052187

OPENEYE_Name (2~{S})-2-[[(1~{S},3~{S})-1-[(3,4-dihydroxy-9,10-dioxo-2-anthryl)sulfonyl]piperidine-3-carbonyl]amino]butanedioic acid

SMILES c1ccc2c(c1)C(=O)c3cc(c(c(c3C2=O)O)O)S(=O)(=O)N4CCCC(C4)C(=O)NC(C(=O)O)CC(=O)O

Canonical_SMILES OC(=O)C[C@@H](C(=O)O)NC(=O)[C@H]1CCCN(C1)S(=O)(=O)c1cc2C(=O)c3ccccc3C(=O)c2c(c1O)O

InChI 1/C24H22N2O11S/c27-17(28)9-15(24(34)35)25-23(33)11-4-3-7-26(10-11)38(36,37)16-8-14-18(22(32)21(16)31)20(30)13-6-2-1-5-12(13)19(14)29/h1-2,5-6,8,11,15,31-32H,3-4,7,9-10H2,(H,25,33)(H,27,28)(H,34,35)/f/h25,27,34H

InChI_3D 1S/C24H22N2O11S/c27-17(28)9-15(24(34)35)25-23(33)11-4-3-7-26(10-11)38(36,37)16-8-14-18(22(32)21(16)31)20(30)13-6-2-1-5-12(13)19(14)29/h1-2,5-6,8,11,15,31-32H,3-4,7,9-10H2,(H,25,33)(H,27,28)(H,34,35)/t11-,15-/m0/s1

AuxInfo 1/1/N:1,2,18,19,3,4,20,5,23,21,22,6,7,8,24,12,16,9,13,14,11,10,15,17,26,25,30,36,27,28,35,34,29,31,37,32,33,38/E:(27,28)(34,35)(36,37)/F:1,2,18,19,3,4,20,5,23,21,22,6,7,8,24,12,16,9,13,14,11,10,15,17,26,25,36,30,27,28,35,34,29,37,31,32,33,38/E:(36,37)/CRV:38.6/rA:60cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d4s6;d5;s8;d9;s10;s5d11;s6s8;s7s9;;;;;s18;s18;;s15s19s21;s16;s17s23;s20s21;s15s24;d13;d14;d15;d16;d17;;;s10;s11;s16;s17;s12s25d32d33;s1;s2;s3;s4;s5;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s23;s24;s26;s34;s35;s36;s37;/rC:2.6024,8.5301,0;1.7312,9.0324,0;2.6088,7.5246,0;.8665,8.5291,0;.8753,4.5145,0;1.7354,7.0263,0;.8636,7.5274,0;.8695,5.5198,0;-.004,6.023,0;-.8718,5.5209,0;-.8736,4.5135,0;0,4.0104,0;1.7422,6.0235,0;-.0015,7.0258,0;2.5912,.7997,0;6.1882,.5511,0;4.3909,-.7792,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;5.2032,.3784,0;4.2182,.2057,0;0,2.0104,0;3.2333,.0331,0;2.6099,5.5264,0;-.8674,7.526,0;2.9341,1.7391,0;6.8302,-.2155,0;3.6243,-1.4213,0;1,3.0104,0;-1,3.0104,0;-1.7376,6.0212,0;-1.7398,4.0139,0;6.5311,1.4905,0;5.3303,-1.1222,0;0,3.0104,0;3.0345,8.7817,0;1.7302,9.5324,0;3.042,7.2749,0;.4334,8.779,0;1.3089,4.2656,0;-1.0376,.0273,0;-1.36,.5838,0;.321,-.3833,0;-.321,-.3833,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;1.0376,.0273,0;5.2896,-.114,0;5.1169,.8709,0;4.1319,.6982,0;3.0618,-.4366,0;-2.1707,5.7714,0;-2.1727,4.264,0;7.0236,1.5768,0;5.4166,-1.6146,0;

Duplicates CHEMBL5198643_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198643_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198643_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198643_s0.sdf

Formula	C₂₄H₂₂N₂O₁₁S
MW	546.5
InChIKey	HWQZQOYBMBRIAX-WLCZTQSQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	63
Rotat_Bonds	12
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	13
HB_Donor	5
HB_Acceptor	11
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-0.84
logP	1.7276
PSA	224.06
MR	131.394
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-391.60643
PM7_Total_Energy_ev	-7042.57609
PM7_Electronic_Energy_ev	-62835.79036
PM7_Dipole_Debye	10.93251
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.322
PM7_LUMO_Energy_ev	-2.232
PM7_COSMO_Area_square_ang	468.65
PM7_COSMO_Volue_cubic_ang	573.4
PM7_Electron_Affinity_ev	2.232
PM7_Ionization_Energy_ev	9.322
PM7_Energy_Gap_ev	7.09
PM7_Global_Hardness_ev	3.545
PM7_Global_Softness_ev	0.2820874471086037
PM7_Chemical_Potential_ev	-5.777
PM7_Electronigativity_ev	5.777
PM7_Back_Donation_Energy_ev	-0.88625
PM7_Electrophilicity_ev	4.707155007052187
OPENEYE_Name	(2~{S})-2-[[(1~{S},3~{S})-1-[(3,4-dihydroxy-9,10-dioxo-2-anthryl)sulfonyl]piperidine-3-carbonyl]amino]butanedioic acid
SMILES	c1ccc2c(c1)C(=O)c3cc(c(c(c3C2=O)O)O)S(=O)(=O)N4CCCC(C4)C(=O)NC(C(=O)O)CC(=O)O
Canonical_SMILES	OC(=O)C[C@@H](C(=O)O)NC(=O)[C@H]1CCCN(C1)S(=O)(=O)c1cc2C(=O)c3ccccc3C(=O)c2c(c1O)O
InChI	1/C24H22N2O11S/c27-17(28)9-15(24(34)35)25-23(33)11-4-3-7-26(10-11)38(36,37)16-8-14-18(22(32)21(16)31)20(30)13-6-2-1-5-12(13)19(14)29/h1-2,5-6,8,11,15,31-32H,3-4,7,9-10H2,(H,25,33)(H,27,28)(H,34,35)/f/h25,27,34H
InChI_3D	1S/C24H22N2O11S/c27-17(28)9-15(24(34)35)25-23(33)11-4-3-7-26(10-11)38(36,37)16-8-14-18(22(32)21(16)31)20(30)13-6-2-1-5-12(13)19(14)29/h1-2,5-6,8,11,15,31-32H,3-4,7,9-10H2,(H,25,33)(H,27,28)(H,34,35)/t11-,15-/m0/s1
AuxInfo	1/1/N:1,2,18,19,3,4,20,5,23,21,22,6,7,8,24,12,16,9,13,14,11,10,15,17,26,25,30,36,27,28,35,34,29,31,37,32,33,38/E:(27,28)(34,35)(36,37)/F:1,2,18,19,3,4,20,5,23,21,22,6,7,8,24,12,16,9,13,14,11,10,15,17,26,25,36,30,27,28,35,34,29,37,31,32,33,38/E:(36,37)/CRV:38.6/rA:60cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d4s6;d5;s8;d9;s10;s5d11;s6s8;s7s9;;;;;s18;s18;;s15s19s21;s16;s17s23;s20s21;s15s24;d13;d14;d15;d16;d17;;;s10;s11;s16;s17;s12s25d32d33;s1;s2;s3;s4;s5;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s23;s24;s26;s34;s35;s36;s37;/rC:2.6024,8.5301,0;1.7312,9.0324,0;2.6088,7.5246,0;.8665,8.5291,0;.8753,4.5145,0;1.7354,7.0263,0;.8636,7.5274,0;.8695,5.5198,0;-.004,6.023,0;-.8718,5.5209,0;-.8736,4.5135,0;0,4.0104,0;1.7422,6.0235,0;-.0015,7.0258,0;2.5912,.7997,0;6.1882,.5511,0;4.3909,-.7792,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;5.2032,.3784,0;4.2182,.2057,0;0,2.0104,0;3.2333,.0331,0;2.6099,5.5264,0;-.8674,7.526,0;2.9341,1.7391,0;6.8302,-.2155,0;3.6243,-1.4213,0;1,3.0104,0;-1,3.0104,0;-1.7376,6.0212,0;-1.7398,4.0139,0;6.5311,1.4905,0;5.3303,-1.1222,0;0,3.0104,0;3.0345,8.7817,0;1.7302,9.5324,0;3.042,7.2749,0;.4334,8.779,0;1.3089,4.2656,0;-1.0376,.0273,0;-1.36,.5838,0;.321,-.3833,0;-.321,-.3833,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;1.0376,.0273,0;5.2896,-.114,0;5.1169,.8709,0;4.1319,.6982,0;3.0618,-.4366,0;-2.1707,5.7714,0;-2.1727,4.264,0;7.0236,1.5768,0;5.4166,-1.6146,0;
Duplicates	CHEMBL5198643_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198643_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198643_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198643_s0.sdf