CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04725 (5055)

Formula C₂₃H₂₂ClNO₂

MW 379.89

InChIKey UAWXGRJVZSAUSZ-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 3

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 3

Lipinski_Violations 1

XLogP3 0

XLogP 5.21

logP 5.6849

PSA 42.23

MR 110.134

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -41.47519

PM7_Total_Energy_ev -4165.83205

PM7_Electronic_Energy_ev -35375.5119

PM7_Dipole_Debye 6.06844

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.673

PM7_LUMO_Energy_ev -0.068

PM7_COSMO_Area_square_ang 381.82

PM7_COSMO_Volue_cubic_ang 460.82

PM7_Electron_Affinity_ev 0.068

PM7_Ionization_Energy_ev 8.673

PM7_Energy_Gap_ev 8.605

PM7_Global_Hardness_ev 4.3025

PM7_Global_Softness_ev 0.23242300987797793

PM7_Chemical_Potential_ev -4.3705

PM7_Electronigativity_ev 4.3705

PM7_Back_Donation_Energy_ev -1.075625

PM7_Electrophilicity_ev 2.2197873619988377

OPENEYE_Name 2-[2-(4-chlorophenyl)-6,6-dimethyl-1-phenyl-5,7-dihydropyrrolizin-3-yl]acetic acid

SMILES c1ccc(cc1)c2c(c(n3c2CC(C3)(C)C)CC(=O)O)c4ccc(cc4)Cl

Canonical_SMILES OC(=O)Cc1c(c2ccc(cc2)Cl)c(c2n1CC(C2)(C)C)c1ccccc1

InChI 1/C23H22ClNO2/c1-23(2)13-19-22(15-6-4-3-5-7-15)21(16-8-10-17(24)11-9-16)18(12-20(26)27)25(19)14-23/h3-11H,12-14H2,1-2H3,(H,26,27)/f/h26H

InChI_3D 1S/C23H22ClNO2/c1-23(2)13-19-22(15-6-4-3-5-7-15)21(16-8-10-17(24)11-9-16)18(12-20(26)27)25(19)14-23/h3-11H,12-14H2,1-2H3,(H,26,27)

AuxInfo 1/1/N:21,22,1,2,3,4,5,6,7,8,9,23,18,19,10,11,14,16,15,17,13,12,20,27,24,25,26/E:(1,2)(4,5)(6,7)(8,9)(10,11)(26,27)/F:21,22,1,2,3,4,5,6,7,8,9,23,18,19,10,11,14,16,15,17,13,12,20,27,24,26,25/E:(1,2)(4,5)(6,7)(8,9)(10,11)/rA:49nCCCCCCCCCCCCCCCCCCCCCCCNOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s10;s11s12;s8d9;d12;d13;;s15;;s18s19;s20;s20;s16s17;s15s16s19;d17;s17;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s19;s19;s21;s21;s21;s22;s22;s22;s23;s23;s26;/rC:-.5957,4.383,0;.3841,4.1828,0;-1.2633,3.6385,0;.6995,3.2284,0;-.9479,2.684,0;-1.4931,-.8751,0;-1.5019,.8598,0;-2.4982,-.8803,0;-2.5071,.8547,0;.035,2.4741,0;-1,-.0051,0;.5841,.8125,0;;-3.0104,-.0154,0;1.5372,.508,0;.5923,-.8064,0;-.0158,-2.7117,0;2.4872,.8214,0;2.4945,-.7973,0;3.079,.0148,0;4.3741,1.1917,0;4.3848,-1.1503,0;.2883,-1.7591,0;1.5417,-.4924,0;-.9928,-2.9247,0;.6572,-3.4514,0;-4.0103,-.0205,0;-.7526,4.8578,0;.7163,4.5565,0;-1.7528,3.7407,0;1.1893,3.1283,0;-1.2818,2.3118,0;-1.2402,-1.3065,0;-1.2535,1.2938,0;-2.7447,-1.3153,0;-2.758,1.2872,0;2.2818,1.2772,0;2.9191,1.0734,0;2.9286,-1.0454,0;2.2932,-1.255,0;4.7104,.8217,0;4.0378,1.5618,0;4.7441,1.528,0;4.7177,-.7772,0;4.0519,-1.5234,0;4.7579,-1.4831,0;.7646,-1.9111,0;-.1881,-1.607,0;.5052,-3.9277,0;

Duplicates DB04725

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04725.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04725.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04725.sdf

Formula	C₂₃H₂₂ClNO₂
MW	379.89
InChIKey	UAWXGRJVZSAUSZ-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	3
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	3
Lipinski_Violations	1
XLogP3	0
XLogP	5.21
logP	5.6849
PSA	42.23
MR	110.134
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-41.47519
PM7_Total_Energy_ev	-4165.83205
PM7_Electronic_Energy_ev	-35375.5119
PM7_Dipole_Debye	6.06844
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.673
PM7_LUMO_Energy_ev	-0.068
PM7_COSMO_Area_square_ang	381.82
PM7_COSMO_Volue_cubic_ang	460.82
PM7_Electron_Affinity_ev	0.068
PM7_Ionization_Energy_ev	8.673
PM7_Energy_Gap_ev	8.605
PM7_Global_Hardness_ev	4.3025
PM7_Global_Softness_ev	0.23242300987797793
PM7_Chemical_Potential_ev	-4.3705
PM7_Electronigativity_ev	4.3705
PM7_Back_Donation_Energy_ev	-1.075625
PM7_Electrophilicity_ev	2.2197873619988377
OPENEYE_Name	2-[2-(4-chlorophenyl)-6,6-dimethyl-1-phenyl-5,7-dihydropyrrolizin-3-yl]acetic acid
SMILES	c1ccc(cc1)c2c(c(n3c2CC(C3)(C)C)CC(=O)O)c4ccc(cc4)Cl
Canonical_SMILES	OC(=O)Cc1c(c2ccc(cc2)Cl)c(c2n1CC(C2)(C)C)c1ccccc1
InChI	1/C23H22ClNO2/c1-23(2)13-19-22(15-6-4-3-5-7-15)21(16-8-10-17(24)11-9-16)18(12-20(26)27)25(19)14-23/h3-11H,12-14H2,1-2H3,(H,26,27)/f/h26H
InChI_3D	1S/C23H22ClNO2/c1-23(2)13-19-22(15-6-4-3-5-7-15)21(16-8-10-17(24)11-9-16)18(12-20(26)27)25(19)14-23/h3-11H,12-14H2,1-2H3,(H,26,27)
AuxInfo	1/1/N:21,22,1,2,3,4,5,6,7,8,9,23,18,19,10,11,14,16,15,17,13,12,20,27,24,25,26/E:(1,2)(4,5)(6,7)(8,9)(10,11)(26,27)/F:21,22,1,2,3,4,5,6,7,8,9,23,18,19,10,11,14,16,15,17,13,12,20,27,24,26,25/E:(1,2)(4,5)(6,7)(8,9)(10,11)/rA:49nCCCCCCCCCCCCCCCCCCCCCCCNOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s10;s11s12;s8d9;d12;d13;;s15;;s18s19;s20;s20;s16s17;s15s16s19;d17;s17;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s19;s19;s21;s21;s21;s22;s22;s22;s23;s23;s26;/rC:-.5957,4.383,0;.3841,4.1828,0;-1.2633,3.6385,0;.6995,3.2284,0;-.9479,2.684,0;-1.4931,-.8751,0;-1.5019,.8598,0;-2.4982,-.8803,0;-2.5071,.8547,0;.035,2.4741,0;-1,-.0051,0;.5841,.8125,0;;-3.0104,-.0154,0;1.5372,.508,0;.5923,-.8064,0;-.0158,-2.7117,0;2.4872,.8214,0;2.4945,-.7973,0;3.079,.0148,0;4.3741,1.1917,0;4.3848,-1.1503,0;.2883,-1.7591,0;1.5417,-.4924,0;-.9928,-2.9247,0;.6572,-3.4514,0;-4.0103,-.0205,0;-.7526,4.8578,0;.7163,4.5565,0;-1.7528,3.7407,0;1.1893,3.1283,0;-1.2818,2.3118,0;-1.2402,-1.3065,0;-1.2535,1.2938,0;-2.7447,-1.3153,0;-2.758,1.2872,0;2.2818,1.2772,0;2.9191,1.0734,0;2.9286,-1.0454,0;2.2932,-1.255,0;4.7104,.8217,0;4.0378,1.5618,0;4.7441,1.528,0;4.7177,-.7772,0;4.0519,-1.5234,0;4.7579,-1.4831,0;.7646,-1.9111,0;-.1881,-1.607,0;.5052,-3.9277,0;
Duplicates	DB04725
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04725.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04725.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04725.sdf