CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15416 (12450)

Formula C₂₉H₂₂Cl₃NO₄

MW 554.86

InChIKey XBUXXJUEBFDQHD-ZYMSVLFVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 37

Number_Rings 6

Number_Bonds 64

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 2

XLogP3 0

XLogP 7.18

logP 8.7275

PSA 72.56

MR 144.326

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -18.92507

PM7_Total_Energy_ev -6023.30918

PM7_Electronic_Energy_ev -53110.13856

PM7_Dipole_Debye 2.15501

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.316

PM7_LUMO_Energy_ev -0.756

PM7_COSMO_Area_square_ang 508.86

PM7_COSMO_Volue_cubic_ang 621.43

PM7_Electron_Affinity_ev 0.756

PM7_Ionization_Energy_ev 9.316

PM7_Energy_Gap_ev 8.56

PM7_Global_Hardness_ev 4.28

PM7_Global_Softness_ev 0.2336448598130841

PM7_Chemical_Potential_ev -5.036

PM7_Electronigativity_ev 5.036

PM7_Back_Donation_Energy_ev -1.07

PM7_Electrophilicity_ev 2.9627682242990656

OPENEYE_Name 4-[(1~{S},2~{S})-2-[2-chloro-4-[[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl]methoxy]phenyl]cyclopropyl]benzoic acid

SMILES c1cc(c(c(c1)Cl)c2c(c(on2)C3CC3)COc4ccc(c(c4)Cl)C5CC5c6ccc(cc6)C(=O)O)Cl

Canonical_SMILES OC(=O)c1ccc(cc1)[C@H]1C[C@@H]1c1ccc(cc1Cl)OCc1c(onc1c1c(Cl)cccc1Cl)C1CC1

InChI 1/C29H22Cl3NO4/c30-23-2-1-3-24(31)26(23)27-22(28(37-33-27)16-6-7-16)14-36-18-10-11-19(25(32)12-18)21-13-20(21)15-4-8-17(9-5-15)29(34)35/h1-5,8-12,16,20-21H,6-7,13-14H2,(H,34,35)/f/h34H

InChI_3D 1S/C29H22Cl3NO4/c30-23-2-1-3-24(31)26(23)27-22(28(37-33-27)16-6-7-16)14-36-18-10-11-19(25(32)12-18)21-13-20(21)15-4-8-17(9-5-15)29(34)35/h1-5,8-12,16,20-21H,6-7,13-14H2,(H,34,35)/t20-,21-/m1/s1

AuxInfo 1/1/N:1,8,9,4,5,23,24,2,3,7,6,10,25,29,13,28,12,16,14,26,27,15,17,18,19,11,20,21,22,35,36,37,30,31,33,34,32/E:(2,3)(4,5)(6,7)(8,9)(23,24)(30,31)(34,35)/F:1,8,9,4,5,23,24,2,3,7,6,10,25,29,13,28,12,16,14,26,27,15,17,18,19,11,20,21,22,35,36,37,30,33,31,34,32/E:(2,3)(4,5)(6,7)(8,9)(23,24)(30,31)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOClClClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;;d6;d1;s1;;;s2d3;s4d5;s6;;s7d10;s8d11;d9s11;s10d14;s11s15;d15;s12;;s23;;s13s25;s14s25s26;s21s23s24;s15;d20;d22;s21s30;s22;s16s29;s17;s18;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s23;s23;s24;s24;s25;s25;s26;s27;s28;s29;s29;s33;/rC:3.2123,-3.0354,0;-9.4236,-2.8181,0;-8.0179,-3.8351,0;-8.8344,-2.0037,0;-7.4287,-3.0207,0;-3.757,-2.2166,0;-2.7621,-2.3181,0;3.6148,-2.1199,0;2.2128,-3.1422,0;-2.5811,-.5924,0;2.0284,-1.417,0;-9.0123,-3.7297,0;-7.8339,-2.1009,0;-4.166,-1.2983,0;;-2.1721,-1.5107,0;3.0279,-1.3102,0;1.6158,-2.3336,0;-3.5801,-.4816,0;1.0015,0,0;-.3065,.9518,0;-9.5985,-4.5399,0;-1.1194,2.2527,0;-2.0465,1.8781,0;-5.9806,-.1216,0;-6.8081,-.6831,0;-5.9069,-1.1208,0;-1.2577,1.2604,0;-.5888,-.8082,0;1.3133,.9518,0;-10.5932,-4.4374,0;.5008,1.5426,0;-9.1899,-5.4526,0;-1.1777,-1.6165,0;3.4344,-.3965,0;.6214,-2.4398,0;-3.9869,.4319,0;3.5075,-3.4389,0;-9.921,-2.7676,0;-7.8143,-4.2918,0;-9.04,-1.548,0;-6.9315,-3.0735,0;-4.0502,-2.6215,0;-2.5587,-2.7748,0;4.112,-2.0668,0;2.0116,-3.5999,0;-2.286,-.1887,0;-1.2235,2.7417,0;-.6197,2.2706,0;-2.4183,1.5437,0;-2.3114,2.3022,0;-6.1854,.3345,0;-5.4959,.001,0;-7.1563,-.3242,0;-6.0436,-1.6017,0;-1.4926,.819,0;-.1847,-1.1027,0;-.993,-.5138,0;-9.483,-5.8577,0;

Duplicates DB15416

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15416.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15416.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15416.sdf

Formula	C₂₉H₂₂Cl₃NO₄
MW	554.86
InChIKey	XBUXXJUEBFDQHD-ZYMSVLFVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	37
Number_Rings	6
Number_Bonds	64
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	2
XLogP3	0
XLogP	7.18
logP	8.7275
PSA	72.56
MR	144.326
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-18.92507
PM7_Total_Energy_ev	-6023.30918
PM7_Electronic_Energy_ev	-53110.13856
PM7_Dipole_Debye	2.15501
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.316
PM7_LUMO_Energy_ev	-0.756
PM7_COSMO_Area_square_ang	508.86
PM7_COSMO_Volue_cubic_ang	621.43
PM7_Electron_Affinity_ev	0.756
PM7_Ionization_Energy_ev	9.316
PM7_Energy_Gap_ev	8.56
PM7_Global_Hardness_ev	4.28
PM7_Global_Softness_ev	0.2336448598130841
PM7_Chemical_Potential_ev	-5.036
PM7_Electronigativity_ev	5.036
PM7_Back_Donation_Energy_ev	-1.07
PM7_Electrophilicity_ev	2.9627682242990656
OPENEYE_Name	4-[(1~{S},2~{S})-2-[2-chloro-4-[[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl]methoxy]phenyl]cyclopropyl]benzoic acid
SMILES	c1cc(c(c(c1)Cl)c2c(c(on2)C3CC3)COc4ccc(c(c4)Cl)C5CC5c6ccc(cc6)C(=O)O)Cl
Canonical_SMILES	OC(=O)c1ccc(cc1)[C@H]1C[C@@H]1c1ccc(cc1Cl)OCc1c(onc1c1c(Cl)cccc1Cl)C1CC1
InChI	1/C29H22Cl3NO4/c30-23-2-1-3-24(31)26(23)27-22(28(37-33-27)16-6-7-16)14-36-18-10-11-19(25(32)12-18)21-13-20(21)15-4-8-17(9-5-15)29(34)35/h1-5,8-12,16,20-21H,6-7,13-14H2,(H,34,35)/f/h34H
InChI_3D	1S/C29H22Cl3NO4/c30-23-2-1-3-24(31)26(23)27-22(28(37-33-27)16-6-7-16)14-36-18-10-11-19(25(32)12-18)21-13-20(21)15-4-8-17(9-5-15)29(34)35/h1-5,8-12,16,20-21H,6-7,13-14H2,(H,34,35)/t20-,21-/m1/s1
AuxInfo	1/1/N:1,8,9,4,5,23,24,2,3,7,6,10,25,29,13,28,12,16,14,26,27,15,17,18,19,11,20,21,22,35,36,37,30,31,33,34,32/E:(2,3)(4,5)(6,7)(8,9)(23,24)(30,31)(34,35)/F:1,8,9,4,5,23,24,2,3,7,6,10,25,29,13,28,12,16,14,26,27,15,17,18,19,11,20,21,22,35,36,37,30,33,31,34,32/E:(2,3)(4,5)(6,7)(8,9)(23,24)(30,31)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOClClClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;;d6;d1;s1;;;s2d3;s4d5;s6;;s7d10;s8d11;d9s11;s10d14;s11s15;d15;s12;;s23;;s13s25;s14s25s26;s21s23s24;s15;d20;d22;s21s30;s22;s16s29;s17;s18;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s23;s23;s24;s24;s25;s25;s26;s27;s28;s29;s29;s33;/rC:3.2123,-3.0354,0;-9.4236,-2.8181,0;-8.0179,-3.8351,0;-8.8344,-2.0037,0;-7.4287,-3.0207,0;-3.757,-2.2166,0;-2.7621,-2.3181,0;3.6148,-2.1199,0;2.2128,-3.1422,0;-2.5811,-.5924,0;2.0284,-1.417,0;-9.0123,-3.7297,0;-7.8339,-2.1009,0;-4.166,-1.2983,0;;-2.1721,-1.5107,0;3.0279,-1.3102,0;1.6158,-2.3336,0;-3.5801,-.4816,0;1.0015,0,0;-.3065,.9518,0;-9.5985,-4.5399,0;-1.1194,2.2527,0;-2.0465,1.8781,0;-5.9806,-.1216,0;-6.8081,-.6831,0;-5.9069,-1.1208,0;-1.2577,1.2604,0;-.5888,-.8082,0;1.3133,.9518,0;-10.5932,-4.4374,0;.5008,1.5426,0;-9.1899,-5.4526,0;-1.1777,-1.6165,0;3.4344,-.3965,0;.6214,-2.4398,0;-3.9869,.4319,0;3.5075,-3.4389,0;-9.921,-2.7676,0;-7.8143,-4.2918,0;-9.04,-1.548,0;-6.9315,-3.0735,0;-4.0502,-2.6215,0;-2.5587,-2.7748,0;4.112,-2.0668,0;2.0116,-3.5999,0;-2.286,-.1887,0;-1.2235,2.7417,0;-.6197,2.2706,0;-2.4183,1.5437,0;-2.3114,2.3022,0;-6.1854,.3345,0;-5.4959,.001,0;-7.1563,-.3242,0;-6.0436,-1.6017,0;-1.4926,.819,0;-.1847,-1.1027,0;-.993,-.5138,0;-9.483,-5.8577,0;
Duplicates	DB15416
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15416.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15416.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15416.sdf