CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11629 (9333)

Formula C₂₁H₁₉ClFNO₄S

MW 435.9

InChIKey NXFFJDQHYLNEJK-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 5

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.05

logP 5.4709

PSA 84.75

MR 109.76

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -152.91042

PM7_Total_Energy_ev -5112.0232

PM7_Electronic_Energy_ev -41758.4425

PM7_Dipole_Debye 7.04432

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.897

PM7_LUMO_Energy_ev -1.073

PM7_COSMO_Area_square_ang 393.19

PM7_COSMO_Volue_cubic_ang 477.3

PM7_Electron_Affinity_ev 1.073

PM7_Ionization_Energy_ev 8.897

PM7_Energy_Gap_ev 7.824

PM7_Global_Hardness_ev 3.912

PM7_Global_Softness_ev 0.2556237218813906

PM7_Chemical_Potential_ev -4.985

PM7_Electronigativity_ev 4.985

PM7_Back_Donation_Energy_ev -0.978

PM7_Electrophilicity_ev 3.17615350204499

OPENEYE_Name 2-[(3~{R})-4-[(4-chlorophenyl)methyl]-7-fluoro-5-methylsulfonyl-2,3-dihydro-1~{H}-cyclopenta[b]indol-3-yl]acetic acid

SMILES c1cc(ccc1Cn2c3c(cc(cc3S(=O)(=O)C)F)c4c2C(CC4)CC(=O)O)Cl

Canonical_SMILES OC(=O)C[C@H]1CCc2c1n(Cc1ccc(cc1)Cl)c1c2cc(cc1S(=O)(=O)C)F

InChI 1/C21H19ClFNO4S/c1-29(27,28)18-10-15(23)9-17-16-7-4-13(8-19(25)26)20(16)24(21(17)18)11-12-2-5-14(22)6-3-12/h2-3,5-6,9-10,13H,4,7-8,11H2,1H3,(H,25,26)/f/h25H

InChI_3D 1S/C21H19ClFNO4S/c1-29(27,28)18-10-15(23)9-17-16-7-4-13(8-19(25)26)20(16)24(21(17)18)11-12-2-5-14(22)6-3-12/h2-3,5-6,9-10,13H,4,7-8,11H2,1H3,(H,25,26)/t13-/m1/s1

AuxInfo 1/1/N:19,1,2,17,3,4,16,21,5,6,20,9,18,13,11,8,7,12,15,14,10,29,27,22,23,26,24,25,28/E:(2,3)(5,6)(25,26)(27,28)/F:19,1,2,17,3,4,16,21,5,6,20,9,18,13,11,8,7,12,15,14,10,29,27,22,26,23,24,25,28/E:(2,3)(5,6)(27,28)/CRV:29.6/rA:48cCCCCCCCCCCCCCCCCCCCCCNOOOOFSClHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s7;s1d2;s7;s5d6;s6d10;s3d4;d8;;s8;s16;s14s17;;s9;s15s18;s10s14s20;d15;;;s15;s11;s12s19d24d25;s13;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s21;s21;s26;/rC:4.5236,-3.141,0;2.8732,-3.6761,0;4.8336,-4.0972,0;3.1832,-4.6323,0;.8736,1.5067,0;;1.7426,.9967,0;2.6984,1.3061,0;3.5449,-2.9353,0;1.7415,-.0079,0;.0051,1.0055,0;.8635,-.5043,0;4.165,-4.8477,0;3.2908,.4981,0;5.4316,.0467,0;3.2838,2.1191,0;4.2379,1.8138,0;4.2422,.8118,0;.8495,-2.5042,0;3.2365,-1.9841,0;4.4543,-.1654,0;2.6967,-.3194,0;6.1039,-.6935,0;1.8565,-1.5113,0;-.1435,-1.4973,0;5.7365,.9991,0;-.8596,1.5078,0;.8565,-1.5043,0;4.4735,-5.7989,0;4.8578,-2.7691,0;2.3843,-3.5712,0;5.323,-4.2,0;2.8473,-5.0027,0;.8754,2.0067,0;-.4343,-.2478,0;2.8497,2.3672,0;3.4852,2.5768,0;4.3397,2.3033,0;4.7354,1.7637,0;4.7392,.8662,0;1.3495,-2.5078,0;.3495,-2.5007,0;.846,-3.0042,0;2.7609,-2.1383,0;3.7121,-1.8298,0;3.9657,-.2715,0;4.5604,-.6541,0;6.2251,1.1052,0;

Duplicates DB11629

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11629.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11629.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11629.sdf

Formula	C₂₁H₁₉ClFNO₄S
MW	435.9
InChIKey	NXFFJDQHYLNEJK-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	5
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.05
logP	5.4709
PSA	84.75
MR	109.76
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-152.91042
PM7_Total_Energy_ev	-5112.0232
PM7_Electronic_Energy_ev	-41758.4425
PM7_Dipole_Debye	7.04432
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.897
PM7_LUMO_Energy_ev	-1.073
PM7_COSMO_Area_square_ang	393.19
PM7_COSMO_Volue_cubic_ang	477.3
PM7_Electron_Affinity_ev	1.073
PM7_Ionization_Energy_ev	8.897
PM7_Energy_Gap_ev	7.824
PM7_Global_Hardness_ev	3.912
PM7_Global_Softness_ev	0.2556237218813906
PM7_Chemical_Potential_ev	-4.985
PM7_Electronigativity_ev	4.985
PM7_Back_Donation_Energy_ev	-0.978
PM7_Electrophilicity_ev	3.17615350204499
OPENEYE_Name	2-[(3~{R})-4-[(4-chlorophenyl)methyl]-7-fluoro-5-methylsulfonyl-2,3-dihydro-1~{H}-cyclopenta[b]indol-3-yl]acetic acid
SMILES	c1cc(ccc1Cn2c3c(cc(cc3S(=O)(=O)C)F)c4c2C(CC4)CC(=O)O)Cl
Canonical_SMILES	OC(=O)C[C@H]1CCc2c1n(Cc1ccc(cc1)Cl)c1c2cc(cc1S(=O)(=O)C)F
InChI	1/C21H19ClFNO4S/c1-29(27,28)18-10-15(23)9-17-16-7-4-13(8-19(25)26)20(16)24(21(17)18)11-12-2-5-14(22)6-3-12/h2-3,5-6,9-10,13H,4,7-8,11H2,1H3,(H,25,26)/f/h25H
InChI_3D	1S/C21H19ClFNO4S/c1-29(27,28)18-10-15(23)9-17-16-7-4-13(8-19(25)26)20(16)24(21(17)18)11-12-2-5-14(22)6-3-12/h2-3,5-6,9-10,13H,4,7-8,11H2,1H3,(H,25,26)/t13-/m1/s1
AuxInfo	1/1/N:19,1,2,17,3,4,16,21,5,6,20,9,18,13,11,8,7,12,15,14,10,29,27,22,23,26,24,25,28/E:(2,3)(5,6)(25,26)(27,28)/F:19,1,2,17,3,4,16,21,5,6,20,9,18,13,11,8,7,12,15,14,10,29,27,22,26,23,24,25,28/E:(2,3)(5,6)(27,28)/CRV:29.6/rA:48cCCCCCCCCCCCCCCCCCCCCCNOOOOFSClHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s7;s1d2;s7;s5d6;s6d10;s3d4;d8;;s8;s16;s14s17;;s9;s15s18;s10s14s20;d15;;;s15;s11;s12s19d24d25;s13;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s21;s21;s26;/rC:4.5236,-3.141,0;2.8732,-3.6761,0;4.8336,-4.0972,0;3.1832,-4.6323,0;.8736,1.5067,0;;1.7426,.9967,0;2.6984,1.3061,0;3.5449,-2.9353,0;1.7415,-.0079,0;.0051,1.0055,0;.8635,-.5043,0;4.165,-4.8477,0;3.2908,.4981,0;5.4316,.0467,0;3.2838,2.1191,0;4.2379,1.8138,0;4.2422,.8118,0;.8495,-2.5042,0;3.2365,-1.9841,0;4.4543,-.1654,0;2.6967,-.3194,0;6.1039,-.6935,0;1.8565,-1.5113,0;-.1435,-1.4973,0;5.7365,.9991,0;-.8596,1.5078,0;.8565,-1.5043,0;4.4735,-5.7989,0;4.8578,-2.7691,0;2.3843,-3.5712,0;5.323,-4.2,0;2.8473,-5.0027,0;.8754,2.0067,0;-.4343,-.2478,0;2.8497,2.3672,0;3.4852,2.5768,0;4.3397,2.3033,0;4.7354,1.7637,0;4.7392,.8662,0;1.3495,-2.5078,0;.3495,-2.5007,0;.846,-3.0042,0;2.7609,-2.1383,0;3.7121,-1.8298,0;3.9657,-.2715,0;4.5604,-.6541,0;6.2251,1.1052,0;
Duplicates	DB11629
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11629.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11629.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11629.sdf