CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198123 (2541027)

Formula C₂₀H₁₃N₃O₄

MW 359.34

InChIKey WSPZGSMRDKUVQQ-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 40

Number_Heavy_Atoms 27

Number_Rings 5

Number_Bonds 44

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 7

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -0.08

logP 3.9738

PSA 122.23

MR 101.898

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -51.70404

PM7_Total_Energy_ev -4370.83976

PM7_Electronic_Energy_ev -32990.41145

PM7_Dipole_Debye 1.80987

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.332

PM7_LUMO_Energy_ev -1.18

PM7_COSMO_Area_square_ang 342

PM7_COSMO_Volue_cubic_ang 390.09

PM7_Electron_Affinity_ev 1.18

PM7_Ionization_Energy_ev 8.332

PM7_Energy_Gap_ev 7.152

PM7_Global_Hardness_ev 3.576

PM7_Global_Softness_ev 0.2796420581655481

PM7_Chemical_Potential_ev -4.756

PM7_Electronigativity_ev 4.756

PM7_Back_Donation_Energy_ev -0.894

PM7_Electrophilicity_ev 3.1626868008948548

OPENEYE_Name 6-hydroxy-3-(6-hydroxy-1~{H}-indol-3-yl)-9~{H}-pyrido[3,4-b]indole-4-carboxylic acid

SMILES c1cc(cc2c1c(c[nH]2)c3c(c4c5cc(ccc5[nH]c4cn3)O)C(=O)O)O

Canonical_SMILES Oc1ccc2c(c1)[nH]cc2c1ncc2c(c1C(=O)O)c1cc(O)ccc1[nH]2

InChI 1/C20H13N3O4/c24-9-2-4-14-12(5-9)17-16(23-14)8-22-19(18(17)20(26)27)13-7-21-15-6-10(25)1-3-11(13)15/h1-8,21,23-25H,(H,26,27)/f/h26H

InChI_3D 1S/C20H13N3O4/c24-9-2-4-14-12(5-9)17-16(23-14)8-22-19(18(17)20(26)27)13-7-21-15-6-10(25)1-3-11(13)15/h1-8,21,23-25H,(H,26,27)

AuxInfo 1/1/N:3,4,1,2,5,6,8,7,17,18,9,10,12,14,15,16,11,13,19,20,22,21,23,25,26,24,27/E:(26,27)/F:3,4,1,2,5,6,8,7,17,18,9,10,12,14,15,16,11,13,19,20,22,21,23,25,26,27,24/rA:40nCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHH/rB:;d1;d2;;;;;s1;s5;s10;d8s9;d11;s2d10;s6d9;d7s11;s4d5;s3d6;s12s13;s13;s7d19;s8s15;s14s16;d20;s17;s18;s20;s1;s2;s3;s4;s5;s6;s7;s8;s22;s23;s25;s26;s27;/rC:7.0728,-.3889,0;.3605,1.7075,0;8.0682,-.4912,0;-.3143,.9606,0;.9816,-.2059,0;7.8899,-2.2271,0;3.9487,1.7045,0;5.2697,-2.2849,0;6.4814,-1.1953,0;1.6513,.5386,0;2.6563,.5419,0;5.4797,-1.2999,0;3.3258,-.2052,0;1.3429,1.4971,0;6.8904,-2.1155,0;2.9705,1.497,0;;8.4767,-1.4103,0;4.3095,.0013,0;3.0145,-1.1555,0;4.6201,.9615,0;6.1416,-2.7888,0;2.1552,2.0893,0;3.6818,-1.9003,0;-.6674,-.7447,0;9.4715,-1.5124,0;2.0358,-1.361,0;6.8699,.0681,0;.2068,2.1833,0;8.3617,-.0864,0;-.8034,1.0645,0;1.1369,-.6812,0;8.0931,-2.6839,0;4.1029,2.1801,0;4.8129,-2.4881,0;6.1936,-3.2861,0;2.1548,2.5893,0;-.5117,-1.2199,0;9.7644,-1.1072,0;1.8801,-1.8362,0;

Duplicates CHEMBL5198123

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198000-0005198249/CHEMBL5198123.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198000-0005198249/CHEMBL5198123.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198000-0005198249/CHEMBL5198123.sdf

Formula	C₂₀H₁₃N₃O₄
MW	359.34
InChIKey	WSPZGSMRDKUVQQ-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	40
Number_Heavy_Atoms	27
Number_Rings	5
Number_Bonds	44
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	7
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-0.08
logP	3.9738
PSA	122.23
MR	101.898
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-51.70404
PM7_Total_Energy_ev	-4370.83976
PM7_Electronic_Energy_ev	-32990.41145
PM7_Dipole_Debye	1.80987
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.332
PM7_LUMO_Energy_ev	-1.18
PM7_COSMO_Area_square_ang	342
PM7_COSMO_Volue_cubic_ang	390.09
PM7_Electron_Affinity_ev	1.18
PM7_Ionization_Energy_ev	8.332
PM7_Energy_Gap_ev	7.152
PM7_Global_Hardness_ev	3.576
PM7_Global_Softness_ev	0.2796420581655481
PM7_Chemical_Potential_ev	-4.756
PM7_Electronigativity_ev	4.756
PM7_Back_Donation_Energy_ev	-0.894
PM7_Electrophilicity_ev	3.1626868008948548
OPENEYE_Name	6-hydroxy-3-(6-hydroxy-1~{H}-indol-3-yl)-9~{H}-pyrido[3,4-b]indole-4-carboxylic acid
SMILES	c1cc(cc2c1c(c[nH]2)c3c(c4c5cc(ccc5[nH]c4cn3)O)C(=O)O)O
Canonical_SMILES	Oc1ccc2c(c1)[nH]cc2c1ncc2c(c1C(=O)O)c1cc(O)ccc1[nH]2
InChI	1/C20H13N3O4/c24-9-2-4-14-12(5-9)17-16(23-14)8-22-19(18(17)20(26)27)13-7-21-15-6-10(25)1-3-11(13)15/h1-8,21,23-25H,(H,26,27)/f/h26H
InChI_3D	1S/C20H13N3O4/c24-9-2-4-14-12(5-9)17-16(23-14)8-22-19(18(17)20(26)27)13-7-21-15-6-10(25)1-3-11(13)15/h1-8,21,23-25H,(H,26,27)
AuxInfo	1/1/N:3,4,1,2,5,6,8,7,17,18,9,10,12,14,15,16,11,13,19,20,22,21,23,25,26,24,27/E:(26,27)/F:3,4,1,2,5,6,8,7,17,18,9,10,12,14,15,16,11,13,19,20,22,21,23,25,26,27,24/rA:40nCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHH/rB:;d1;d2;;;;;s1;s5;s10;d8s9;d11;s2d10;s6d9;d7s11;s4d5;s3d6;s12s13;s13;s7d19;s8s15;s14s16;d20;s17;s18;s20;s1;s2;s3;s4;s5;s6;s7;s8;s22;s23;s25;s26;s27;/rC:7.0728,-.3889,0;.3605,1.7075,0;8.0682,-.4912,0;-.3143,.9606,0;.9816,-.2059,0;7.8899,-2.2271,0;3.9487,1.7045,0;5.2697,-2.2849,0;6.4814,-1.1953,0;1.6513,.5386,0;2.6563,.5419,0;5.4797,-1.2999,0;3.3258,-.2052,0;1.3429,1.4971,0;6.8904,-2.1155,0;2.9705,1.497,0;;8.4767,-1.4103,0;4.3095,.0013,0;3.0145,-1.1555,0;4.6201,.9615,0;6.1416,-2.7888,0;2.1552,2.0893,0;3.6818,-1.9003,0;-.6674,-.7447,0;9.4715,-1.5124,0;2.0358,-1.361,0;6.8699,.0681,0;.2068,2.1833,0;8.3617,-.0864,0;-.8034,1.0645,0;1.1369,-.6812,0;8.0931,-2.6839,0;4.1029,2.1801,0;4.8129,-2.4881,0;6.1936,-3.2861,0;2.1548,2.5893,0;-.5117,-1.2199,0;9.7644,-1.1072,0;1.8801,-1.8362,0;
Duplicates	CHEMBL5198123
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198000-0005198249/CHEMBL5198123.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198000-0005198249/CHEMBL5198123.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198000-0005198249/CHEMBL5198123.sdf