CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16255 (12955)

Formula C₂₇H₂₂ClN₃O₄

MW 487.94

InChIKey JYTIXGYXBIBOMN-NSJMMFDCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 61

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 7

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 4.02

logP 5.1737

PSA 84.66

MR 132.303

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -44.03974

PM7_Total_Energy_ev -5618.43848

PM7_Electronic_Energy_ev -49826.57111

PM7_Dipole_Debye 3.5999

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.082

PM7_LUMO_Energy_ev -0.986

PM7_COSMO_Area_square_ang 464.44

PM7_COSMO_Volue_cubic_ang 555.63

PM7_Electron_Affinity_ev 0.986

PM7_Ionization_Energy_ev 9.082

PM7_Energy_Gap_ev 8.096

PM7_Global_Hardness_ev 4.048

PM7_Global_Softness_ev 0.24703557312252963

PM7_Chemical_Potential_ev -5.034

PM7_Electronigativity_ev 5.034

PM7_Back_Donation_Energy_ev -1.012

PM7_Electrophilicity_ev 3.1300834980237155

OPENEYE_Name 4-[[benzyl-(8-chloro-1-methyl-4~{H}-chromeno[3,4-d]pyrazole-3-carbonyl)amino]methyl]benzoic acid

SMILES c1ccc(cc1)CN(C(=O)c2c3c(n(n2)C)-c4cc(ccc4OC3)Cl)Cc5ccc(cc5)C(=O)O

Canonical_SMILES Clc1ccc2c(c1)c1n(C)nc(c1CO2)C(=O)N(Cc1ccc(cc1)C(=O)O)Cc1ccccc1

InChI 1/C27H22ClN3O4/c1-30-25-21-13-20(28)11-12-23(21)35-16-22(25)24(29-30)26(32)31(14-17-5-3-2-4-6-17)15-18-7-9-19(10-8-18)27(33)34/h2-13H,14-16H2,1H3,(H,33,34)/f/h33H

InChI_3D 1S/C27H22ClN3O4/c1-30-25-21-13-20(28)11-12-23(21)35-16-22(25)24(29-30)26(32)31(14-17-5-3-2-4-6-17)15-18-7-9-19(10-8-18)27(33)34/h2-13H,14-16H2,1H3,(H,33,34)

AuxInfo 1/1/N:25,1,2,3,6,7,8,9,4,5,11,10,12,26,27,24,16,17,14,19,13,15,18,21,20,23,22,35,28,29,30,32,31,34,33/E:(3,4)(5,6)(7,8)(9,10)(33,34)/F:25,1,2,3,6,7,8,9,4,5,11,10,12,26,27,24,16,17,14,19,13,15,18,21,20,23,22,35,28,29,30,32,34,31,33/E:(3,4)(5,6)(7,8)(9,10)/rA:57nCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;d4;s5;;d10;;s12;s4d5;;d6s7;s8d9;s10d13;s11d12;s13d15;s15;s14;s21;s15;;s16;s17;d21;s20s25s28;s23s26s27;d22;d23;s18s24;s22;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s24;s24;s25;s25;s25;s26;s26;s27;s27;s34;/rC:4.6464,6.0255,0;5.6245,5.8172,0;3.9726,5.2865,0;9.1236,.6176,0;9.4899,2.3135,0;5.932,4.8601,0;4.2801,4.3295,0;8.141,.8298,0;8.5074,2.5257,0;.8679,-.4978,0;;.8679,1.5134,0;1.7358,1.0056,0;9.793,1.3605,0;3.4726,1.0054,0;5.2613,4.1114,0;7.828,1.785,0;1.7371,0,0;0,1.0056,0;2.6012,1.5124,0;4.224,1.6775,0;10.7705,1.1493,0;5.2015,1.4663,0;3.4748,.0022,0;1.6472,3.8018,0;5.5672,3.1593,0;6.8505,1.9961,0;3.817,2.5999,0;2.814,2.4976,0;5.873,2.2073,0;11.0763,.1972,0;5.5073,.5143,0;2.6038,-.4989,0;11.4421,1.8902,0;-.8675,1.5031,0;4.4935,6.5015,0;5.9598,6.1881,0;3.4841,5.3928,0;9.2772,.1418,0;9.8262,2.6834,0;6.421,4.756,0;3.9432,3.96,0;7.8063,.4584,0;8.3559,3.0022,0;.8677,-.9978,0;-.4327,-.2506,0;.8679,2.0134,0;3.9671,.0895,0;3.6457,-.4677,0;1.2745,3.4684,0;2.0198,4.1352,0;1.3138,4.1745,0;6.0432,3.3123,0;5.0911,3.0064,0;6.7449,1.5074,0;6.9561,2.4848,0;11.9308,1.7847,0;

Duplicates DB16255

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16255.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16255.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16255.sdf

Formula	C₂₇H₂₂ClN₃O₄
MW	487.94
InChIKey	JYTIXGYXBIBOMN-NSJMMFDCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	61
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	7
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	4.02
logP	5.1737
PSA	84.66
MR	132.303
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-44.03974
PM7_Total_Energy_ev	-5618.43848
PM7_Electronic_Energy_ev	-49826.57111
PM7_Dipole_Debye	3.5999
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.082
PM7_LUMO_Energy_ev	-0.986
PM7_COSMO_Area_square_ang	464.44
PM7_COSMO_Volue_cubic_ang	555.63
PM7_Electron_Affinity_ev	0.986
PM7_Ionization_Energy_ev	9.082
PM7_Energy_Gap_ev	8.096
PM7_Global_Hardness_ev	4.048
PM7_Global_Softness_ev	0.24703557312252963
PM7_Chemical_Potential_ev	-5.034
PM7_Electronigativity_ev	5.034
PM7_Back_Donation_Energy_ev	-1.012
PM7_Electrophilicity_ev	3.1300834980237155
OPENEYE_Name	4-[[benzyl-(8-chloro-1-methyl-4~{H}-chromeno[3,4-d]pyrazole-3-carbonyl)amino]methyl]benzoic acid
SMILES	c1ccc(cc1)CN(C(=O)c2c3c(n(n2)C)-c4cc(ccc4OC3)Cl)Cc5ccc(cc5)C(=O)O
Canonical_SMILES	Clc1ccc2c(c1)c1n(C)nc(c1CO2)C(=O)N(Cc1ccc(cc1)C(=O)O)Cc1ccccc1
InChI	1/C27H22ClN3O4/c1-30-25-21-13-20(28)11-12-23(21)35-16-22(25)24(29-30)26(32)31(14-17-5-3-2-4-6-17)15-18-7-9-19(10-8-18)27(33)34/h2-13H,14-16H2,1H3,(H,33,34)/f/h33H
InChI_3D	1S/C27H22ClN3O4/c1-30-25-21-13-20(28)11-12-23(21)35-16-22(25)24(29-30)26(32)31(14-17-5-3-2-4-6-17)15-18-7-9-19(10-8-18)27(33)34/h2-13H,14-16H2,1H3,(H,33,34)
AuxInfo	1/1/N:25,1,2,3,6,7,8,9,4,5,11,10,12,26,27,24,16,17,14,19,13,15,18,21,20,23,22,35,28,29,30,32,31,34,33/E:(3,4)(5,6)(7,8)(9,10)(33,34)/F:25,1,2,3,6,7,8,9,4,5,11,10,12,26,27,24,16,17,14,19,13,15,18,21,20,23,22,35,28,29,30,32,34,31,33/E:(3,4)(5,6)(7,8)(9,10)/rA:57nCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;d4;s5;;d10;;s12;s4d5;;d6s7;s8d9;s10d13;s11d12;s13d15;s15;s14;s21;s15;;s16;s17;d21;s20s25s28;s23s26s27;d22;d23;s18s24;s22;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s24;s24;s25;s25;s25;s26;s26;s27;s27;s34;/rC:4.6464,6.0255,0;5.6245,5.8172,0;3.9726,5.2865,0;9.1236,.6176,0;9.4899,2.3135,0;5.932,4.8601,0;4.2801,4.3295,0;8.141,.8298,0;8.5074,2.5257,0;.8679,-.4978,0;;.8679,1.5134,0;1.7358,1.0056,0;9.793,1.3605,0;3.4726,1.0054,0;5.2613,4.1114,0;7.828,1.785,0;1.7371,0,0;0,1.0056,0;2.6012,1.5124,0;4.224,1.6775,0;10.7705,1.1493,0;5.2015,1.4663,0;3.4748,.0022,0;1.6472,3.8018,0;5.5672,3.1593,0;6.8505,1.9961,0;3.817,2.5999,0;2.814,2.4976,0;5.873,2.2073,0;11.0763,.1972,0;5.5073,.5143,0;2.6038,-.4989,0;11.4421,1.8902,0;-.8675,1.5031,0;4.4935,6.5015,0;5.9598,6.1881,0;3.4841,5.3928,0;9.2772,.1418,0;9.8262,2.6834,0;6.421,4.756,0;3.9432,3.96,0;7.8063,.4584,0;8.3559,3.0022,0;.8677,-.9978,0;-.4327,-.2506,0;.8679,2.0134,0;3.9671,.0895,0;3.6457,-.4677,0;1.2745,3.4684,0;2.0198,4.1352,0;1.3138,4.1745,0;6.0432,3.3123,0;5.0911,3.0064,0;6.7449,1.5074,0;6.9561,2.4848,0;11.9308,1.7847,0;
Duplicates	DB16255
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16255.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16255.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16255.sdf