CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192390 (2534763)

Formula C₂₁H₂₃FN₂O₂

MW 354.42

InChIKey VHCZMEHSOQQDSV-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 26

Number_Rings 5

Number_Bonds 53

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 4

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.39

logP 4.4718

PSA 65.12

MR 98.1269

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -103.02691

PM7_Total_Energy_ev -4319.41632

PM7_Electronic_Energy_ev -33949.24421

PM7_Dipole_Debye 1.8649

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.827

PM7_LUMO_Energy_ev -0.338

PM7_COSMO_Area_square_ang 357.49

PM7_COSMO_Volue_cubic_ang 413.25

PM7_Electron_Affinity_ev 0.338

PM7_Ionization_Energy_ev 8.827

PM7_Energy_Gap_ev 8.489

PM7_Global_Hardness_ev 4.2445

PM7_Global_Softness_ev 0.23559901048415596

PM7_Chemical_Potential_ev -4.5825

PM7_Electronigativity_ev 4.5825

PM7_Back_Donation_Energy_ev -1.061125

PM7_Electrophilicity_ev 2.473707886676876

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

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

Canonical_SMILES Oc1ccc(c(c1)F)c1c[nH]c(c1)C(=O)N[C@@H]1[C@@H]2C[C@@H]3C[C@H]1C[C@H](C2)C3

InChI 1/C21H23FN2O2/c22-18-9-16(25)1-2-17(18)15-8-19(23-10-15)21(26)24-20-13-4-11-3-12(6-13)7-14(20)5-11/h1-2,8-14,20,23,25H,3-7H2,(H,24,26)/f/h24H

InChI_3D 1S/C21H23FN2O2/c22-18-9-16(25)1-2-17(18)15-8-19(23-10-15)21(26)24-20-13-4-11-3-12(6-13)7-14(20)5-11/h1-2,8-14,20,23,25H,3-7H2,(H,24,26)/t11-,12+,13-,14+,20-

AuxInfo 1/1/N:2,1,12,13,14,15,16,3,4,5,17,18,19,20,7,8,6,9,10,21,11,26,22,23,25,24/E:(4,5,6,7)(11,12)(13,14)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCNNOOFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;s3d5s6;s2d4;s4d6;d3;s10;;;;;;s12s13s14;s12s15s16;s13s15;s14s16;s19s20;s5s10;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;s23;s25;/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;.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;.5,2.0426,0;-1.8964,.102,0;3.8385,-3.2014,0;

Duplicates CHEMBL5192390

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192390.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192390.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192390.sdf

Formula	C₂₁H₂₃FN₂O₂
MW	354.42
InChIKey	VHCZMEHSOQQDSV-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	26
Number_Rings	5
Number_Bonds	53
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	4
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.39
logP	4.4718
PSA	65.12
MR	98.1269
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-103.02691
PM7_Total_Energy_ev	-4319.41632
PM7_Electronic_Energy_ev	-33949.24421
PM7_Dipole_Debye	1.8649
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.827
PM7_LUMO_Energy_ev	-0.338
PM7_COSMO_Area_square_ang	357.49
PM7_COSMO_Volue_cubic_ang	413.25
PM7_Electron_Affinity_ev	0.338
PM7_Ionization_Energy_ev	8.827
PM7_Energy_Gap_ev	8.489
PM7_Global_Hardness_ev	4.2445
PM7_Global_Softness_ev	0.23559901048415596
PM7_Chemical_Potential_ev	-4.5825
PM7_Electronigativity_ev	4.5825
PM7_Back_Donation_Energy_ev	-1.061125
PM7_Electrophilicity_ev	2.473707886676876
OPENEYE_Name	~{N}-(2-adamantyl)-4-(2-fluoro-4-hydroxy-phenyl)-1~{H}-pyrrole-2-carboxamide
SMILES	c1cc(cc(c1c2cc([nH]c2)C(=O)NC3C4CC5CC(C4)CC3C5)F)O
Canonical_SMILES	Oc1ccc(c(c1)F)c1c[nH]c(c1)C(=O)N[C@@H]1[C@@H]2C[C@@H]3C[C@H]1C[C@H](C2)C3
InChI	1/C21H23FN2O2/c22-18-9-16(25)1-2-17(18)15-8-19(23-10-15)21(26)24-20-13-4-11-3-12(6-13)7-14(20)5-11/h1-2,8-14,20,23,25H,3-7H2,(H,24,26)/f/h24H
InChI_3D	1S/C21H23FN2O2/c22-18-9-16(25)1-2-17(18)15-8-19(23-10-15)21(26)24-20-13-4-11-3-12(6-13)7-14(20)5-11/h1-2,8-14,20,23,25H,3-7H2,(H,24,26)/t11-,12+,13-,14+,20-
AuxInfo	1/1/N:2,1,12,13,14,15,16,3,4,5,17,18,19,20,7,8,6,9,10,21,11,26,22,23,25,24/E:(4,5,6,7)(11,12)(13,14)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCNNOOFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;s3d5s6;s2d4;s4d6;d3;s10;;;;;;s12s13s14;s12s15s16;s13s15;s14s16;s19s20;s5s10;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;s23;s25;/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;.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;.5,2.0426,0;-1.8964,.102,0;3.8385,-3.2014,0;
Duplicates	CHEMBL5192390
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192390.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192390.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192390.sdf