CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11814 (9534)

Formula C₂₄H₂₂ClN₃O₂

MW 419.91

InChIKey XNULRSOGWPFPBL-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 5

Number_Bonds 56

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 6.02

logP 4.75598

PSA 76.69

MR 124.039

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 11.44946

PM7_Total_Energy_ev -4659.8143

PM7_Electronic_Energy_ev -39893.01855

PM7_Dipole_Debye 6.89842

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.652

PM7_LUMO_Energy_ev -1.42

PM7_COSMO_Area_square_ang 410.79

PM7_COSMO_Volue_cubic_ang 486.14

PM7_Electron_Affinity_ev 1.42

PM7_Ionization_Energy_ev 8.652

PM7_Energy_Gap_ev 7.232

PM7_Global_Hardness_ev 3.616

PM7_Global_Softness_ev 0.27654867256637167

PM7_Chemical_Potential_ev -5.036

PM7_Electronigativity_ev 5.036

PM7_Back_Donation_Energy_ev -0.904

PM7_Electrophilicity_ev 3.506816371681416

OPENEYE_Name (3~{S},3~{a}~{R})-2-(3-chloro-4-cyano-phenyl)-3-cyclopentyl-3,3~{a},4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid

SMILES C(#N)c1ccc(cc1Cl)N2C(C3C(=N2)c4ccc(cc4CC3)C(=O)O)C5CCCC5

Canonical_SMILES N#Cc1ccc(cc1Cl)N1N=C2[C@@H]([C@@H]1C1CCCC1)CCc1c2ccc(c1)C(=O)O

InChI 1/C24H22ClN3O2/c25-21-12-18(8-5-17(21)13-26)28-23(14-3-1-2-4-14)20-10-6-15-11-16(24(29)30)7-9-19(15)22(20)27-28/h5,7-9,11-12,14,20,23H,1-4,6,10H2,(H,29,30)/f/h29H

InChI_3D 1S/C24H22ClN3O2/c25-21-12-18(8-5-17(21)13-26)28-23(14-3-1-2-4-14)20-10-6-15-11-16(24(29)30)7-9-19(15)22(20)27-28/h5,7-9,11-12,14,20,23H,1-4,6,10H2,(H,29,30)/t20-,23-/m0/s1

AuxInfo 1/1/N:18,19,20,21,2,16,4,5,3,17,6,7,1,23,11,10,8,12,9,22,13,14,24,15,30,25,26,27,28,29/E:(1,2)(3,4)(29,30)/F:18,19,20,21,2,16,4,5,3,17,6,7,1,23,11,10,8,12,9,22,13,14,24,15,30,25,26,27,29,28/E:(1,2)(3,4)/rA:52cCCCCCCCCCCCCCCCCCCCCCCCCNNNOOClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d2;;;s1s2;s3;s4d6;s6d9;s5d7;s7d8;s9;s10;s11;s16;;s18;s18;s19;s14s17;s20s21;s22s23;t1;d14;s12s24s26;d15;s15;s13;s2;s3;s4;s5;s6;s7;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s29;/rC:6.2041,6.7125,0;4.6999,5.8476,0;.8679,1.5134,0;0,1.0056,0;4.2009,4.981,0;.8679,-.4978,0;5.7021,4.1109,0;5.7051,5.8459,0;1.7358,1.0056,0;;1.7371,0,0;4.6969,4.1126,0;6.2113,4.9775,0;2.6012,1.5124,0;-.8653,-.5012,0;2.6038,-.4989,0;3.4748,.0022,0;7.1405,1.7337,0;7.3536,2.7124,0;6.1443,1.6317,0;6.4853,3.2173,0;3.4726,1.0054,0;5.7424,2.5475,0;4.224,1.6775,0;6.703,7.5791,0;2.814,2.4976,0;3.817,2.5999,0;-1.732,-.0025,0;-.8639,-1.5012,0;7.2113,4.9757,0;4.45,6.2807,0;.8679,2.0134,0;-.4337,1.2543,0;3.7009,4.9819,0;.8677,-.9978,0;5.95,3.6767,0;2.925,-.8821,0;2.2825,-.882,0;3.9671,.0895,0;3.6457,-.4677,0;7.6375,1.6794,0;7.1388,1.2337,0;7.5587,3.1684,0;7.8285,2.5559,0;6.2465,1.1423,0;5.6681,1.4793,0;6.1139,3.5521,0;6.7799,3.6213,0;3.0394,.7557,0;5.4491,2.9524,0;4.5166,1.272,0;-1.2966,-1.7518,0;

Duplicates DB11814

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11814.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11814.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11814.sdf

Formula	C₂₄H₂₂ClN₃O₂
MW	419.91
InChIKey	XNULRSOGWPFPBL-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	5
Number_Bonds	56
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	6.02
logP	4.75598
PSA	76.69
MR	124.039
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	11.44946
PM7_Total_Energy_ev	-4659.8143
PM7_Electronic_Energy_ev	-39893.01855
PM7_Dipole_Debye	6.89842
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.652
PM7_LUMO_Energy_ev	-1.42
PM7_COSMO_Area_square_ang	410.79
PM7_COSMO_Volue_cubic_ang	486.14
PM7_Electron_Affinity_ev	1.42
PM7_Ionization_Energy_ev	8.652
PM7_Energy_Gap_ev	7.232
PM7_Global_Hardness_ev	3.616
PM7_Global_Softness_ev	0.27654867256637167
PM7_Chemical_Potential_ev	-5.036
PM7_Electronigativity_ev	5.036
PM7_Back_Donation_Energy_ev	-0.904
PM7_Electrophilicity_ev	3.506816371681416
OPENEYE_Name	(3~{S},3~{a}~{R})-2-(3-chloro-4-cyano-phenyl)-3-cyclopentyl-3,3~{a},4,5-tetrahydrobenzo[g]indazole-7-carboxylic acid
SMILES	C(#N)c1ccc(cc1Cl)N2C(C3C(=N2)c4ccc(cc4CC3)C(=O)O)C5CCCC5
Canonical_SMILES	N#Cc1ccc(cc1Cl)N1N=C2[C@@H]([C@@H]1C1CCCC1)CCc1c2ccc(c1)C(=O)O
InChI	1/C24H22ClN3O2/c25-21-12-18(8-5-17(21)13-26)28-23(14-3-1-2-4-14)20-10-6-15-11-16(24(29)30)7-9-19(15)22(20)27-28/h5,7-9,11-12,14,20,23H,1-4,6,10H2,(H,29,30)/f/h29H
InChI_3D	1S/C24H22ClN3O2/c25-21-12-18(8-5-17(21)13-26)28-23(14-3-1-2-4-14)20-10-6-15-11-16(24(29)30)7-9-19(15)22(20)27-28/h5,7-9,11-12,14,20,23H,1-4,6,10H2,(H,29,30)/t20-,23-/m0/s1
AuxInfo	1/1/N:18,19,20,21,2,16,4,5,3,17,6,7,1,23,11,10,8,12,9,22,13,14,24,15,30,25,26,27,28,29/E:(1,2)(3,4)(29,30)/F:18,19,20,21,2,16,4,5,3,17,6,7,1,23,11,10,8,12,9,22,13,14,24,15,30,25,26,27,29,28/E:(1,2)(3,4)/rA:52cCCCCCCCCCCCCCCCCCCCCCCCCNNNOOClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d2;;;s1s2;s3;s4d6;s6d9;s5d7;s7d8;s9;s10;s11;s16;;s18;s18;s19;s14s17;s20s21;s22s23;t1;d14;s12s24s26;d15;s15;s13;s2;s3;s4;s5;s6;s7;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s29;/rC:6.2041,6.7125,0;4.6999,5.8476,0;.8679,1.5134,0;0,1.0056,0;4.2009,4.981,0;.8679,-.4978,0;5.7021,4.1109,0;5.7051,5.8459,0;1.7358,1.0056,0;;1.7371,0,0;4.6969,4.1126,0;6.2113,4.9775,0;2.6012,1.5124,0;-.8653,-.5012,0;2.6038,-.4989,0;3.4748,.0022,0;7.1405,1.7337,0;7.3536,2.7124,0;6.1443,1.6317,0;6.4853,3.2173,0;3.4726,1.0054,0;5.7424,2.5475,0;4.224,1.6775,0;6.703,7.5791,0;2.814,2.4976,0;3.817,2.5999,0;-1.732,-.0025,0;-.8639,-1.5012,0;7.2113,4.9757,0;4.45,6.2807,0;.8679,2.0134,0;-.4337,1.2543,0;3.7009,4.9819,0;.8677,-.9978,0;5.95,3.6767,0;2.925,-.8821,0;2.2825,-.882,0;3.9671,.0895,0;3.6457,-.4677,0;7.6375,1.6794,0;7.1388,1.2337,0;7.5587,3.1684,0;7.8285,2.5559,0;6.2465,1.1423,0;5.6681,1.4793,0;6.1139,3.5521,0;6.7799,3.6213,0;3.0394,.7557,0;5.4491,2.9524,0;4.5166,1.272,0;-1.2966,-1.7518,0;
Duplicates	DB11814
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11814.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11814.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11814.sdf