CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12272 (10025)

Formula C₂₈H₂₇Cl₂FN₂O₆S

MW 609.5

InChIKey PFWVGKROPKKEDW-RPGFEBOUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 40

Number_Rings 4

Number_Bonds 70

Rotat_Bonds 12

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 2

XLogP3 0

XLogP 5.8

logP 8.3031

PSA 130.18

MR 151.516

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -240.49725

PM7_Total_Energy_ev -7123.87386

PM7_Electronic_Energy_ev -68344.52484

PM7_Dipole_Debye 6.4552

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.471

PM7_LUMO_Energy_ev -1.107

PM7_COSMO_Area_square_ang 521.77

PM7_COSMO_Volue_cubic_ang 686.68

PM7_Electron_Affinity_ev 1.107

PM7_Ionization_Energy_ev 9.471

PM7_Energy_Gap_ev 8.364

PM7_Global_Hardness_ev 4.182

PM7_Global_Softness_ev 0.2391200382592061

PM7_Chemical_Potential_ev -5.289

PM7_Electronigativity_ev 5.289

PM7_Back_Donation_Energy_ev -1.0455

PM7_Electrophilicity_ev 3.344514705882353

OPENEYE_Name 2-[4-[4-(~{tert}-butylcarbamoyl)-2-[(2-chloro-4-cyclopropyl-phenyl)sulfonylamino]phenoxy]-5-chloro-2-fluoro-phenyl]acetic acid

SMILES c1cc(c(cc1C(=O)NC(C)(C)C)NS(=O)(=O)c2ccc(cc2Cl)C3CC3)Oc4cc(c(cc4Cl)CC(=O)O)F

Canonical_SMILES OC(=O)Cc1cc(Cl)c(cc1F)Oc1ccc(cc1NS(=O)(=O)c1ccc(cc1Cl)C1CC1)C(=O)NC(C)(C)C

InChI 1/C28H27Cl2FN2O6S/c1-28(2,3)32-27(36)17-6-8-23(39-24-14-21(31)18(11-19(24)29)13-26(34)35)22(12-17)33-40(37,38)25-9-7-16(10-20(25)30)15-4-5-15/h6-12,14-15,33H,4-5,13H2,1-3H3,(H,32,36)(H,34,35)/f/h32,34H

InChI_3D 1S/C28H27Cl2FN2O6S/c1-28(2,3)32-27(36)17-6-8-23(39-24-14-21(31)18(11-19(24)29)13-26(34)35)22(12-17)33-40(37,38)25-9-7-16(10-20(25)30)15-4-5-15/h6-12,14-15,33H,4-5,13H2,1-3H3,(H,32,36)(H,34,35)

AuxInfo 1/1/N:24,25,26,21,22,1,2,3,4,6,7,5,27,8,23,10,9,11,18,17,15,12,13,14,16,20,19,28,40,39,37,30,29,32,35,31,33,34,36,38/E:(1,2,3)(4,5)(34,35)(37,38)/F:24,25,26,21,22,1,2,3,4,6,7,5,27,8,23,10,9,11,18,17,15,12,13,14,16,20,19,28,40,39,37,30,29,35,32,31,33,34,36,38/E:(1,2,3)(4,5)(37,38)/CRV:40.6/rA:67nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOFSClClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;s1d5;s2d6;d7;s5;s3d12;s8;d8s11;s4;s6d16;s7d14;s9;;;s21;s10s21s22;;;;s11s20;s24s25s26;s12;s19s28;d19;d20;;;s20;s13s14;s15;s16s29d33d34;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s21;s21;s22;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s29;s30;s35;/rC:-.8675,.4975,0;5.8498,1.3682,0;-.8675,1.5027,0;4.9852,1.8707,0;.8675,.4975,0;4.9822,-.1344,0;-1.738,5.7604,0;-1.7351,3.7552,0;;5.8527,.3682,0;-2.607,5.2552,0;.8675,1.5027,0;0,2.0104,0;-.866,4.2604,0;-2.6011,4.2552,0;4.1147,1.3681,0;4.1088,.363,0;-.8631,5.2655,0;0,-1,0;-4.3434,6.2476,0;8.013,.2633,0;8.3567,-.6758,0;7.3696,-.5046,0;.866,-3.5,0;-.134,-2.5,0;1.866,-2.5,0;-3.4752,5.7514,0;.866,-2.5,0;2.3856,2.3732,0;.866,-1.5,0;-.866,-1.5,0;-5.2072,5.7438,0;3.7527,2.7352,0;2.7476,1.0061,0;-4.3478,7.2476,0;0,3.7604,0;-3.4657,3.7527,0;3.2502,1.8707,0;3.2428,-.137,0;.0015,5.7681,0;-1.3001,.2469,0;6.2829,1.6182,0;-1.3012,1.7514,0;4.986,2.3707,0;1.3001,.2469,0;4.9837,-.6344,0;-1.7409,6.2604,0;-1.7343,3.2552,0;8.4456,.5139,0;7.6912,.646,0;8.358,-1.1757,0;8.8489,-.5879,0;7.1996,-.9749,0;.366,-3.5,0;1.366,-3.5,0;.866,-4,0;-.134,-3,0;-.134,-2,0;-.634,-2.5,0;1.866,-2,0;1.866,-3,0;2.366,-2.5,0;-3.2271,6.1855,0;-3.7233,5.3173,0;2.3871,2.8732,0;1.299,-1.25,0;-4.7819,7.4957,0;

Duplicates DB12272

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12272.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12272.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12272.sdf

Formula	C₂₈H₂₇Cl₂FN₂O₆S
MW	609.5
InChIKey	PFWVGKROPKKEDW-RPGFEBOUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	40
Number_Rings	4
Number_Bonds	70
Rotat_Bonds	12
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	2
XLogP3	0
XLogP	5.8
logP	8.3031
PSA	130.18
MR	151.516
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-240.49725
PM7_Total_Energy_ev	-7123.87386
PM7_Electronic_Energy_ev	-68344.52484
PM7_Dipole_Debye	6.4552
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.471
PM7_LUMO_Energy_ev	-1.107
PM7_COSMO_Area_square_ang	521.77
PM7_COSMO_Volue_cubic_ang	686.68
PM7_Electron_Affinity_ev	1.107
PM7_Ionization_Energy_ev	9.471
PM7_Energy_Gap_ev	8.364
PM7_Global_Hardness_ev	4.182
PM7_Global_Softness_ev	0.2391200382592061
PM7_Chemical_Potential_ev	-5.289
PM7_Electronigativity_ev	5.289
PM7_Back_Donation_Energy_ev	-1.0455
PM7_Electrophilicity_ev	3.344514705882353
OPENEYE_Name	2-[4-[4-(~{tert}-butylcarbamoyl)-2-[(2-chloro-4-cyclopropyl-phenyl)sulfonylamino]phenoxy]-5-chloro-2-fluoro-phenyl]acetic acid
SMILES	c1cc(c(cc1C(=O)NC(C)(C)C)NS(=O)(=O)c2ccc(cc2Cl)C3CC3)Oc4cc(c(cc4Cl)CC(=O)O)F
Canonical_SMILES	OC(=O)Cc1cc(Cl)c(cc1F)Oc1ccc(cc1NS(=O)(=O)c1ccc(cc1Cl)C1CC1)C(=O)NC(C)(C)C
InChI	1/C28H27Cl2FN2O6S/c1-28(2,3)32-27(36)17-6-8-23(39-24-14-21(31)18(11-19(24)29)13-26(34)35)22(12-17)33-40(37,38)25-9-7-16(10-20(25)30)15-4-5-15/h6-12,14-15,33H,4-5,13H2,1-3H3,(H,32,36)(H,34,35)/f/h32,34H
InChI_3D	1S/C28H27Cl2FN2O6S/c1-28(2,3)32-27(36)17-6-8-23(39-24-14-21(31)18(11-19(24)29)13-26(34)35)22(12-17)33-40(37,38)25-9-7-16(10-20(25)30)15-4-5-15/h6-12,14-15,33H,4-5,13H2,1-3H3,(H,32,36)(H,34,35)
AuxInfo	1/1/N:24,25,26,21,22,1,2,3,4,6,7,5,27,8,23,10,9,11,18,17,15,12,13,14,16,20,19,28,40,39,37,30,29,32,35,31,33,34,36,38/E:(1,2,3)(4,5)(34,35)(37,38)/F:24,25,26,21,22,1,2,3,4,6,7,5,27,8,23,10,9,11,18,17,15,12,13,14,16,20,19,28,40,39,37,30,29,35,32,31,33,34,36,38/E:(1,2,3)(4,5)(37,38)/CRV:40.6/rA:67nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOFSClClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;s1d5;s2d6;d7;s5;s3d12;s8;d8s11;s4;s6d16;s7d14;s9;;;s21;s10s21s22;;;;s11s20;s24s25s26;s12;s19s28;d19;d20;;;s20;s13s14;s15;s16s29d33d34;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s21;s21;s22;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s29;s30;s35;/rC:-.8675,.4975,0;5.8498,1.3682,0;-.8675,1.5027,0;4.9852,1.8707,0;.8675,.4975,0;4.9822,-.1344,0;-1.738,5.7604,0;-1.7351,3.7552,0;;5.8527,.3682,0;-2.607,5.2552,0;.8675,1.5027,0;0,2.0104,0;-.866,4.2604,0;-2.6011,4.2552,0;4.1147,1.3681,0;4.1088,.363,0;-.8631,5.2655,0;0,-1,0;-4.3434,6.2476,0;8.013,.2633,0;8.3567,-.6758,0;7.3696,-.5046,0;.866,-3.5,0;-.134,-2.5,0;1.866,-2.5,0;-3.4752,5.7514,0;.866,-2.5,0;2.3856,2.3732,0;.866,-1.5,0;-.866,-1.5,0;-5.2072,5.7438,0;3.7527,2.7352,0;2.7476,1.0061,0;-4.3478,7.2476,0;0,3.7604,0;-3.4657,3.7527,0;3.2502,1.8707,0;3.2428,-.137,0;.0015,5.7681,0;-1.3001,.2469,0;6.2829,1.6182,0;-1.3012,1.7514,0;4.986,2.3707,0;1.3001,.2469,0;4.9837,-.6344,0;-1.7409,6.2604,0;-1.7343,3.2552,0;8.4456,.5139,0;7.6912,.646,0;8.358,-1.1757,0;8.8489,-.5879,0;7.1996,-.9749,0;.366,-3.5,0;1.366,-3.5,0;.866,-4,0;-.134,-3,0;-.134,-2,0;-.634,-2.5,0;1.866,-2,0;1.866,-3,0;2.366,-2.5,0;-3.2271,6.1855,0;-3.7233,5.3173,0;2.3871,2.8732,0;1.299,-1.25,0;-4.7819,7.4957,0;
Duplicates	DB12272
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12272.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12272.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12272.sdf