CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186579 (2528434)

Formula C₂₂H₂₄Cl₂N₂O

MW 403.35

InChIKey LKBNRSPTTSXOOW-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 27

Number_Rings 5

Number_Bonds 55

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 3

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 3

Lipinski_Violations 1

XLogP3 0

XLogP 5.53

logP 5.9443

PSA 34.03

MR 111.067

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -31.9665

PM7_Total_Energy_ev -4228.64451

PM7_Electronic_Energy_ev -35796.99848

PM7_Dipole_Debye 1.39857

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.149

PM7_LUMO_Energy_ev -0.579

PM7_COSMO_Area_square_ang 391.5

PM7_COSMO_Volue_cubic_ang 465.63

PM7_Electron_Affinity_ev 0.579

PM7_Ionization_Energy_ev 9.149

PM7_Energy_Gap_ev 8.57

PM7_Global_Hardness_ev 4.285

PM7_Global_Softness_ev 0.23337222870478413

PM7_Chemical_Potential_ev -4.864

PM7_Electronigativity_ev 4.864

PM7_Back_Donation_Energy_ev -1.07125

PM7_Electrophilicity_ev 2.7606179696616104

OPENEYE_Name ~{N}-(2-adamantyl)-4-(2,4-dichlorophenyl)-1-methyl-pyrrole-2-carboxamide

SMILES c1cc(cc(c1c2cc(n(c2)C)C(=O)NC3C4CC5CC(C4)CC3C5)Cl)Cl

Canonical_SMILES Clc1ccc(c(c1)Cl)c1cn(c(c1)C(=O)N[C@@H]1[C@@H]2C[C@@H]3C[C@H]1C[C@H](C2)C3)C

InChI 1/C22H24Cl2N2O/c1-26-11-16(18-3-2-17(23)10-19(18)24)9-20(26)22(27)25-21-14-5-12-4-13(7-14)8-15(21)6-12/h2-3,9-15,21H,4-8H2,1H3,(H,25,27)/f/h25H

InChI_3D 1S/C22H24Cl2N2O/c1-26-11-16(18-3-2-17(23)10-19(18)24)9-20(26)22(27)25-21-14-5-12-4-13(7-14)8-15(21)6-12/h2-3,9-15,21H,4-8H2,1H3,(H,25,27)/t12-,13+,14-,15+,21-

AuxInfo 1/1/N:22,2,1,12,13,14,15,16,3,4,5,17,18,19,20,7,8,6,9,10,21,11,26,27,24,23,25/E:(5,6,7,8)(12,13)(14,15)/F:m/E:m/rA:51nCCCCCCCCCCCCCCCCCCCCCCNNOClClHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;s3d5s6;s2d4;s4d6;d3;s10;;;;;;s12s13s14;s12s15s16;s13s15;s14s16;s19s20;;s5s10s22;s11s21;d11;s8;s9;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s22;s22;s22;s24;/rC:1.1756,-1.7263,0;1.7624,-2.5361,0;;3.1704,-1.522,0;1.3133,.9518,0;1.5883,-.8097,0;1.0015,0,0;2.7577,-2.4386,0;2.5878,-.7029,0;-.3065,.9518,0;-1.2577,1.2604,0;-6.7634,-.1772,0;-5.7262,1.6021,0;-4.9926,-.0624,0;-5.3202,1.017,0;-4.6614,-.5368,0;-5.9359,.5531,0;-5.5448,.0425,0;-4.5773,1.7129,0;-3.8633,.082,0;-3.6651,1.1311,0;.4993,2.5426,0;.5008,1.5426,0;-2.0006,.591,0;-1.466,2.2385,0;3.3409,-3.2509,0;2.9983,.2089,0;.6782,-1.7772,0;1.5572,-2.992,0;-.2944,-.4041,0;3.668,-1.4733,0;1.789,1.1056,0;-7.2008,.0651,0;-6.8449,-.6705,0;-5.7254,2.1021,0;-6.2237,1.6518,0;-5.3737,-.3861,0;-4.7907,-.5198,0;-5.527,1.4723,0;-5.8177,.9671,0;-4.9799,-.9222,0;-4.3134,-.8958,0;-6.3692,.8026,0;-5.6446,-.4474,0;-4.4605,2.1991,0;-3.4368,-.1789,0;-3.4518,1.5833,0;-.0007,2.5418,0;.9993,2.5434,0;.4985,3.0426,0;-1.8964,.102,0;

Duplicates CHEMBL5186579

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186579.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186579.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186579.sdf

Formula	C₂₂H₂₄Cl₂N₂O
MW	403.35
InChIKey	LKBNRSPTTSXOOW-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	27
Number_Rings	5
Number_Bonds	55
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	3
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	3
Lipinski_Violations	1
XLogP3	0
XLogP	5.53
logP	5.9443
PSA	34.03
MR	111.067
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-31.9665
PM7_Total_Energy_ev	-4228.64451
PM7_Electronic_Energy_ev	-35796.99848
PM7_Dipole_Debye	1.39857
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.149
PM7_LUMO_Energy_ev	-0.579
PM7_COSMO_Area_square_ang	391.5
PM7_COSMO_Volue_cubic_ang	465.63
PM7_Electron_Affinity_ev	0.579
PM7_Ionization_Energy_ev	9.149
PM7_Energy_Gap_ev	8.57
PM7_Global_Hardness_ev	4.285
PM7_Global_Softness_ev	0.23337222870478413
PM7_Chemical_Potential_ev	-4.864
PM7_Electronigativity_ev	4.864
PM7_Back_Donation_Energy_ev	-1.07125
PM7_Electrophilicity_ev	2.7606179696616104
OPENEYE_Name	~{N}-(2-adamantyl)-4-(2,4-dichlorophenyl)-1-methyl-pyrrole-2-carboxamide
SMILES	c1cc(cc(c1c2cc(n(c2)C)C(=O)NC3C4CC5CC(C4)CC3C5)Cl)Cl
Canonical_SMILES	Clc1ccc(c(c1)Cl)c1cn(c(c1)C(=O)N[C@@H]1[C@@H]2C[C@@H]3C[C@H]1C[C@H](C2)C3)C
InChI	1/C22H24Cl2N2O/c1-26-11-16(18-3-2-17(23)10-19(18)24)9-20(26)22(27)25-21-14-5-12-4-13(7-14)8-15(21)6-12/h2-3,9-15,21H,4-8H2,1H3,(H,25,27)/f/h25H
InChI_3D	1S/C22H24Cl2N2O/c1-26-11-16(18-3-2-17(23)10-19(18)24)9-20(26)22(27)25-21-14-5-12-4-13(7-14)8-15(21)6-12/h2-3,9-15,21H,4-8H2,1H3,(H,25,27)/t12-,13+,14-,15+,21-
AuxInfo	1/1/N:22,2,1,12,13,14,15,16,3,4,5,17,18,19,20,7,8,6,9,10,21,11,26,27,24,23,25/E:(5,6,7,8)(12,13)(14,15)/F:m/E:m/rA:51nCCCCCCCCCCCCCCCCCCCCCCNNOClClHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;s3d5s6;s2d4;s4d6;d3;s10;;;;;;s12s13s14;s12s15s16;s13s15;s14s16;s19s20;;s5s10s22;s11s21;d11;s8;s9;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s22;s22;s22;s24;/rC:1.1756,-1.7263,0;1.7624,-2.5361,0;;3.1704,-1.522,0;1.3133,.9518,0;1.5883,-.8097,0;1.0015,0,0;2.7577,-2.4386,0;2.5878,-.7029,0;-.3065,.9518,0;-1.2577,1.2604,0;-6.7634,-.1772,0;-5.7262,1.6021,0;-4.9926,-.0624,0;-5.3202,1.017,0;-4.6614,-.5368,0;-5.9359,.5531,0;-5.5448,.0425,0;-4.5773,1.7129,0;-3.8633,.082,0;-3.6651,1.1311,0;.4993,2.5426,0;.5008,1.5426,0;-2.0006,.591,0;-1.466,2.2385,0;3.3409,-3.2509,0;2.9983,.2089,0;.6782,-1.7772,0;1.5572,-2.992,0;-.2944,-.4041,0;3.668,-1.4733,0;1.789,1.1056,0;-7.2008,.0651,0;-6.8449,-.6705,0;-5.7254,2.1021,0;-6.2237,1.6518,0;-5.3737,-.3861,0;-4.7907,-.5198,0;-5.527,1.4723,0;-5.8177,.9671,0;-4.9799,-.9222,0;-4.3134,-.8958,0;-6.3692,.8026,0;-5.6446,-.4474,0;-4.4605,2.1991,0;-3.4368,-.1789,0;-3.4518,1.5833,0;-.0007,2.5418,0;.9993,2.5434,0;.4985,3.0426,0;-1.8964,.102,0;
Duplicates	CHEMBL5186579
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186579.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186579.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186579.sdf