CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03558 (3839)

Formula C₂₀H₂₅N₃O₁₀S

MW 499.49

InChIKey SRAHBOKVSSZEHQ-RRBKTGLENA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 34

Number_Rings 2

Number_Bonds 60

Rotat_Bonds 17

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 13

HB_Donor 5

HB_Acceptor 10

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 13

Lipinski_Violations 1

XLogP3 0

XLogP -2

logP 1.2789

PSA 215.86

MR 118.423

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -411.64648

PM7_Total_Energy_ev -6484.18485

PM7_Electronic_Energy_ev -55986.27416

PM7_Dipole_Debye 6.71214

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.652

PM7_LUMO_Energy_ev -1.296

PM7_COSMO_Area_square_ang 435.24

PM7_COSMO_Volue_cubic_ang 559.55

PM7_Electron_Affinity_ev 1.296

PM7_Ionization_Energy_ev 9.652

PM7_Energy_Gap_ev 8.356

PM7_Global_Hardness_ev 4.178

PM7_Global_Softness_ev 0.23934897079942558

PM7_Chemical_Potential_ev -5.474

PM7_Electronigativity_ev 5.474

PM7_Back_Donation_Energy_ev -1.0445

PM7_Electrophilicity_ev 3.586007180469124

OPENEYE_Name (2~{S})-2-[[4-[(1~{S},2~{R})-2-(2-carboxyethylcarbamoyl)pyrrolidin-1-yl]sulfonylbenzoyl]amino]pentanedioic acid

SMILES c1cc(ccc1C(=O)NC(C(=O)O)CCC(=O)O)S(=O)(=O)N2CCCC2C(=O)NCCC(=O)O

Canonical_SMILES OC(=O)CCNC(=O)[C@H]1CCCN1S(=O)(=O)c1ccc(cc1)C(=O)N[C@H](C(=O)O)CCC(=O)O

InChI 1/C20H25N3O10S/c24-16(25)8-7-14(20(30)31)22-18(28)12-3-5-13(6-4-12)34(32,33)23-11-1-2-15(23)19(29)21-10-9-17(26)27/h3-6,14-15H,1-2,7-11H2,(H,21,29)(H,22,28)(H,24,25)(H,26,27)(H,30,31)/f/h21-22,24,26,30H

InChI_3D 1S/C20H25N3O10S/c24-16(25)8-7-14(20(30)31)22-18(28)12-3-5-13(6-4-12)34(32,33)23-11-1-2-15(23)19(29)21-10-9-17(26)27/h3-6,14-15H,1-2,7-11H2,(H,21,29)(H,22,28)(H,24,25)(H,26,27)(H,30,31)/t14-,15+/m0/s1

AuxInfo 1/1/N:12,13,1,2,3,4,18,16,17,19,14,5,6,20,15,9,10,7,8,11,23,22,21,26,31,27,32,24,25,28,33,29,30,34/E:(3,4)(5,6)(24,25)(26,27)(30,31)(32,33)/F:12,13,1,2,3,4,18,16,17,19,14,5,6,20,15,9,10,7,8,11,23,22,21,31,26,32,27,24,25,33,28,29,30,34/E:(3,4)(5,6)(32,33)/CRV:34.6/rA:59cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;s5;;;;;;s12;s12;s8s13;s9;s10;s16;s17;s11s18;s14s15;s7s20;s8s19;d7;d8;d9;d10;d11;;;s9;s10;s11;s6s21d29d30;s1;s2;s3;s4;s12;s12;s13;s13;s14;s14;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s23;s31;s32;s33;/rC:1.3629,5.0568,0;-.3721,5.0542,0;1.3645,4.0516,0;-.3705,4.049,0;.4947,5.553,0;.4977,3.5426,0;.4931,6.553,0;2.9108,.2372,0;-.3798,11.0517,0;6.4593,-.4014,0;-1.3752,8.0501,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;-.3782,10.0517,0;5.5465,.007,0;-.3767,9.0517,0;4.6336,.4153,0;-.3752,8.0517,0;.5008,1.5426,0;-.3736,7.0517,0;3.7208,.8236,0;1.3584,7.0543,0;3.0136,-.7575,0;-1.2465,11.5503,0;6.5621,-1.3961,0;-1.8739,7.1834,0;1.4993,2.5441,0;-.5007,2.5411,0;.4855,11.553,0;7.2694,.185,0;-1.8765,8.9154,0;.4993,2.5426,0;1.7952,5.3081,0;-.8051,5.3041,0;1.7986,3.8036,0;-.8039,3.7996,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;-.8782,10.0509,0;.1218,10.0524,0;5.3423,-.4495,0;5.7506,.4634,0;-.8767,9.0509,0;.1233,9.0524,0;4.4295,-.0411,0;4.8378,.8717,0;.1248,8.0524,0;-.8063,6.801,0;3.6694,1.321,0;.4847,12.053,0;7.7258,-.0191,0;-2.3765,8.9146,0;

Duplicates DB03558

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03558.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03558.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03558.sdf

Formula	C₂₀H₂₅N₃O₁₀S
MW	499.49
InChIKey	SRAHBOKVSSZEHQ-RRBKTGLENA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	34
Number_Rings	2
Number_Bonds	60
Rotat_Bonds	17
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	13
HB_Donor	5
HB_Acceptor	10
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	13
Lipinski_Violations	1
XLogP3	0
XLogP	-2
logP	1.2789
PSA	215.86
MR	118.423
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-411.64648
PM7_Total_Energy_ev	-6484.18485
PM7_Electronic_Energy_ev	-55986.27416
PM7_Dipole_Debye	6.71214
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.652
PM7_LUMO_Energy_ev	-1.296
PM7_COSMO_Area_square_ang	435.24
PM7_COSMO_Volue_cubic_ang	559.55
PM7_Electron_Affinity_ev	1.296
PM7_Ionization_Energy_ev	9.652
PM7_Energy_Gap_ev	8.356
PM7_Global_Hardness_ev	4.178
PM7_Global_Softness_ev	0.23934897079942558
PM7_Chemical_Potential_ev	-5.474
PM7_Electronigativity_ev	5.474
PM7_Back_Donation_Energy_ev	-1.0445
PM7_Electrophilicity_ev	3.586007180469124
OPENEYE_Name	(2~{S})-2-[[4-[(1~{S},2~{R})-2-(2-carboxyethylcarbamoyl)pyrrolidin-1-yl]sulfonylbenzoyl]amino]pentanedioic acid
SMILES	c1cc(ccc1C(=O)NC(C(=O)O)CCC(=O)O)S(=O)(=O)N2CCCC2C(=O)NCCC(=O)O
Canonical_SMILES	OC(=O)CCNC(=O)[C@H]1CCCN1S(=O)(=O)c1ccc(cc1)C(=O)N[C@H](C(=O)O)CCC(=O)O
InChI	1/C20H25N3O10S/c24-16(25)8-7-14(20(30)31)22-18(28)12-3-5-13(6-4-12)34(32,33)23-11-1-2-15(23)19(29)21-10-9-17(26)27/h3-6,14-15H,1-2,7-11H2,(H,21,29)(H,22,28)(H,24,25)(H,26,27)(H,30,31)/f/h21-22,24,26,30H
InChI_3D	1S/C20H25N3O10S/c24-16(25)8-7-14(20(30)31)22-18(28)12-3-5-13(6-4-12)34(32,33)23-11-1-2-15(23)19(29)21-10-9-17(26)27/h3-6,14-15H,1-2,7-11H2,(H,21,29)(H,22,28)(H,24,25)(H,26,27)(H,30,31)/t14-,15+/m0/s1
AuxInfo	1/1/N:12,13,1,2,3,4,18,16,17,19,14,5,6,20,15,9,10,7,8,11,23,22,21,26,31,27,32,24,25,28,33,29,30,34/E:(3,4)(5,6)(24,25)(26,27)(30,31)(32,33)/F:12,13,1,2,3,4,18,16,17,19,14,5,6,20,15,9,10,7,8,11,23,22,21,31,26,32,27,24,25,33,28,29,30,34/E:(3,4)(5,6)(32,33)/CRV:34.6/rA:59cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;s5;;;;;;s12;s12;s8s13;s9;s10;s16;s17;s11s18;s14s15;s7s20;s8s19;d7;d8;d9;d10;d11;;;s9;s10;s11;s6s21d29d30;s1;s2;s3;s4;s12;s12;s13;s13;s14;s14;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s23;s31;s32;s33;/rC:1.3629,5.0568,0;-.3721,5.0542,0;1.3645,4.0516,0;-.3705,4.049,0;.4947,5.553,0;.4977,3.5426,0;.4931,6.553,0;2.9108,.2372,0;-.3798,11.0517,0;6.4593,-.4014,0;-1.3752,8.0501,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;-.3782,10.0517,0;5.5465,.007,0;-.3767,9.0517,0;4.6336,.4153,0;-.3752,8.0517,0;.5008,1.5426,0;-.3736,7.0517,0;3.7208,.8236,0;1.3584,7.0543,0;3.0136,-.7575,0;-1.2465,11.5503,0;6.5621,-1.3961,0;-1.8739,7.1834,0;1.4993,2.5441,0;-.5007,2.5411,0;.4855,11.553,0;7.2694,.185,0;-1.8765,8.9154,0;.4993,2.5426,0;1.7952,5.3081,0;-.8051,5.3041,0;1.7986,3.8036,0;-.8039,3.7996,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;-.8782,10.0509,0;.1218,10.0524,0;5.3423,-.4495,0;5.7506,.4634,0;-.8767,9.0509,0;.1233,9.0524,0;4.4295,-.0411,0;4.8378,.8717,0;.1248,8.0524,0;-.8063,6.801,0;3.6694,1.321,0;.4847,12.053,0;7.7258,-.0191,0;-2.3765,8.9146,0;
Duplicates	DB03558
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03558.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03558.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03558.sdf