CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192529 (2534923)

Formula C₂₂H₂₅FN₂O₂

MW 368.45

InChIKey ABRMKQRCDJOTFX-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 27

Number_Rings 5

Number_Bonds 56

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 4

HB_Donor 2

HB_Acceptor 1

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.13

logP 4.7748

PSA 54.12

MR 102.596

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -96.84464

PM7_Total_Energy_ev -4468.83023

PM7_Electronic_Energy_ev -36454.30276

PM7_Dipole_Debye 1.68196

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.019

PM7_LUMO_Energy_ev -0.305

PM7_COSMO_Area_square_ang 372.29

PM7_COSMO_Volue_cubic_ang 439.82

PM7_Electron_Affinity_ev 0.305

PM7_Ionization_Energy_ev 9.019

PM7_Energy_Gap_ev 8.714

PM7_Global_Hardness_ev 4.357

PM7_Global_Softness_ev 0.22951572182694516

PM7_Chemical_Potential_ev -4.662

PM7_Electronigativity_ev 4.662

PM7_Back_Donation_Energy_ev -1.08925

PM7_Electrophilicity_ev 2.4941753500114756

OPENEYE_Name ~{N}-(2-adamantyl)-4-(4-fluoro-2-methoxy-phenyl)-1~{H}-pyrrole-2-carboxamide

SMILES c1cc(cc(c1c2cc([nH]c2)C(=O)NC3C4CC5CC(C4)CC3C5)OC)F

Canonical_SMILES COc1cc(F)ccc1c1c[nH]c(c1)C(=O)N[C@@H]1[C@@H]2C[C@@H]3C[C@H]1C[C@H](C2)C3

InChI 1/C22H25FN2O2/c1-27-20-10-17(23)2-3-18(20)16-9-19(24-11-16)22(26)25-21-14-5-12-4-13(7-14)8-15(21)6-12/h2-3,9-15,21,24H,4-8H2,1H3,(H,25,26)/f/h25H

InChI_3D 1S/C22H25FN2O2/c1-27-20-10-17(23)2-3-18(20)16-9-19(24-11-16)22(26)25-21-14-5-12-4-13(7-14)8-15(21)6-12/h2-3,9-15,21,24H,4-8H2,1H3,(H,25,26)/t12-,13+,14-,15+,21-

AuxInfo 1/1/N:22,2,1,12,13,14,15,16,3,4,5,17,18,19,20,7,9,6,10,8,21,11,27,23,24,25,26/E:(5,6,7,8)(12,13)(14,15)/F:m/E:m/rA:52nCCCCCCCCCCCCCCCCCCCCCCNNOOFHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;s3d5s6;s4d6;s2d4;d3;s10;;;;;;s12s13s14;s12s15s16;s13s15;s14s16;s19s20;;s5s10;s11s21;d11;s8s22;s9;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s22;s22;s22;s23;s24;/rC:2.5827,-.7035,0;3.1725,-1.5174,0;;1.7677,-2.5356,0;1.3133,.9518,0;1.5883,-.8097,0;1.0015,0,0;1.1778,-1.7216,0;2.768,-2.4376,0;-.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;-.2262,-2.736,0;.5008,1.5426,0;-2.0006,.591,0;-1.466,2.2385,0;.183,-1.8235,0;3.3548,-3.2473,0;2.7859,-.2467,0;3.6697,-1.4643,0;-.2944,-.4041,0;1.5624,-2.9915,0;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;.2301,-2.9405,0;-.6824,-2.5314,0;-.4307,-3.1922,0;.5,2.0426,0;-1.8964,.102,0;

Duplicates CHEMBL5192529

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192500-0005192749/CHEMBL5192529.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192500-0005192749/CHEMBL5192529.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192500-0005192749/CHEMBL5192529.sdf

Formula	C₂₂H₂₅FN₂O₂
MW	368.45
InChIKey	ABRMKQRCDJOTFX-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	27
Number_Rings	5
Number_Bonds	56
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	4
HB_Donor	2
HB_Acceptor	1
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.13
logP	4.7748
PSA	54.12
MR	102.596
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-96.84464
PM7_Total_Energy_ev	-4468.83023
PM7_Electronic_Energy_ev	-36454.30276
PM7_Dipole_Debye	1.68196
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.019
PM7_LUMO_Energy_ev	-0.305
PM7_COSMO_Area_square_ang	372.29
PM7_COSMO_Volue_cubic_ang	439.82
PM7_Electron_Affinity_ev	0.305
PM7_Ionization_Energy_ev	9.019
PM7_Energy_Gap_ev	8.714
PM7_Global_Hardness_ev	4.357
PM7_Global_Softness_ev	0.22951572182694516
PM7_Chemical_Potential_ev	-4.662
PM7_Electronigativity_ev	4.662
PM7_Back_Donation_Energy_ev	-1.08925
PM7_Electrophilicity_ev	2.4941753500114756
OPENEYE_Name	~{N}-(2-adamantyl)-4-(4-fluoro-2-methoxy-phenyl)-1~{H}-pyrrole-2-carboxamide
SMILES	c1cc(cc(c1c2cc([nH]c2)C(=O)NC3C4CC5CC(C4)CC3C5)OC)F
Canonical_SMILES	COc1cc(F)ccc1c1c[nH]c(c1)C(=O)N[C@@H]1[C@@H]2C[C@@H]3C[C@H]1C[C@H](C2)C3
InChI	1/C22H25FN2O2/c1-27-20-10-17(23)2-3-18(20)16-9-19(24-11-16)22(26)25-21-14-5-12-4-13(7-14)8-15(21)6-12/h2-3,9-15,21,24H,4-8H2,1H3,(H,25,26)/f/h25H
InChI_3D	1S/C22H25FN2O2/c1-27-20-10-17(23)2-3-18(20)16-9-19(24-11-16)22(26)25-21-14-5-12-4-13(7-14)8-15(21)6-12/h2-3,9-15,21,24H,4-8H2,1H3,(H,25,26)/t12-,13+,14-,15+,21-
AuxInfo	1/1/N:22,2,1,12,13,14,15,16,3,4,5,17,18,19,20,7,9,6,10,8,21,11,27,23,24,25,26/E:(5,6,7,8)(12,13)(14,15)/F:m/E:m/rA:52nCCCCCCCCCCCCCCCCCCCCCCNNOOFHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;s3d5s6;s4d6;s2d4;d3;s10;;;;;;s12s13s14;s12s15s16;s13s15;s14s16;s19s20;;s5s10;s11s21;d11;s8s22;s9;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s22;s22;s22;s23;s24;/rC:2.5827,-.7035,0;3.1725,-1.5174,0;;1.7677,-2.5356,0;1.3133,.9518,0;1.5883,-.8097,0;1.0015,0,0;1.1778,-1.7216,0;2.768,-2.4376,0;-.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;-.2262,-2.736,0;.5008,1.5426,0;-2.0006,.591,0;-1.466,2.2385,0;.183,-1.8235,0;3.3548,-3.2473,0;2.7859,-.2467,0;3.6697,-1.4643,0;-.2944,-.4041,0;1.5624,-2.9915,0;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;.2301,-2.9405,0;-.6824,-2.5314,0;-.4307,-3.1922,0;.5,2.0426,0;-1.8964,.102,0;
Duplicates	CHEMBL5192529
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192500-0005192749/CHEMBL5192529.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192500-0005192749/CHEMBL5192529.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192500-0005192749/CHEMBL5192529.sdf