CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16700 (13078)

Formula C₂₃H₂₂Cl₂F₃NO₃

MW 488.34

InChIKey NCRMKIWHFXSBGZ-CYSPOYASNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 10

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 1

XLogP3 0

XLogP 5.68

logP 6.9554

PSA 66.4

MR 118.533

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -264.074

PM7_Total_Energy_ev -6126.00475

PM7_Electronic_Energy_ev -49989.4568

PM7_Dipole_Debye 1.07171

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.248

PM7_LUMO_Energy_ev -0.744

PM7_COSMO_Area_square_ang 450.35

PM7_COSMO_Volue_cubic_ang 542.53

PM7_Electron_Affinity_ev 0.744

PM7_Ionization_Energy_ev 9.248

PM7_Energy_Gap_ev 8.504

PM7_Global_Hardness_ev 4.252

PM7_Global_Softness_ev 0.23518344308560676

PM7_Chemical_Potential_ev -4.996

PM7_Electronigativity_ev 4.996

PM7_Back_Donation_Energy_ev -1.063

PM7_Electrophilicity_ev 2.9350912511759173

OPENEYE_Name (3~{S})-3-[4-chloro-3-[[(2~{S},3~{R})-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methyl-butanoyl]amino]phenyl]-3-cyclopropyl-propanoic acid

SMILES c1cc(ccc1C(C(=O)Nc2cc(ccc2Cl)C(C3CC3)CC(=O)O)C(C)C(F)(F)F)Cl

Canonical_SMILES OC(=O)C[C@H](c1ccc(c(c1)NC(=O)[C@@H]([C@H](C(F)(F)F)C)c1ccc(cc1)Cl)Cl)C1CC1

InChI 1/C23H22Cl2F3NO3/c1-12(23(26,27)28)21(14-4-7-16(24)8-5-14)22(32)29-19-10-15(6-9-18(19)25)17(11-20(30)31)13-2-3-13/h4-10,12-13,17,21H,2-3,11H2,1H3,(H,29,32)(H,30,31)/f/h29-30H

InChI_3D 1S/C23H22Cl2F3NO3/c1-12(23(26,27)28)21(14-4-7-16(24)8-5-14)22(32)29-19-10-15(6-9-18(19)25)17(11-20(30)31)13-2-3-13/h4-10,12-13,17,21H,2-3,11H2,1H3,(H,29,32)(H,30,31)/t12-,17+,21+/m1/s1

AuxInfo 1/1/N:18,15,16,1,2,3,4,5,6,7,19,22,17,8,9,11,21,12,10,14,20,13,23,31,32,28,29,30,24,26,27,25/E:(2,3)(4,5)(7,8)(26,27,28)(30,31)/F:18,15,16,1,2,3,4,5,6,7,19,22,17,8,9,11,21,12,10,14,20,13,23,31,32,28,29,30,24,27,26,25/E:(2,3)(4,5)(7,8)(26,27,28)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCNOOOFFFClClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3d7;s7;s4d5;s6d10;;;;s15;s15s16;;s14;s8s13;s9s17s19;s18s20;s22;s10s13;d13;d14;s14;s23;s23;s23;s11;s12;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s20;s21;s22;s24;s27;/rC:-.8675,.4975,0;.8675,.4975,0;-4.5051,-2.625,0;-.8675,1.5027,0;.8675,1.5027,0;-4.0051,-1.753,0;-3,-3.488,0;;-4.0001,-3.4881,0;-2.5,-2.616,0;0,2.0104,0;-3,-1.7441,0;-1,-1.75,0;-6.6056,-4.0113,0;-3.6917,-6.8194,0;-2.7073,-6.6432,0;-3.3525,-5.8767,0;1,-2.75,0;-5.7381,-4.5088,0;0,-1.75,0;-4.8706,-5.0062,0;1,-1.75,0;2,-1.75,0;-1.5,-2.616,0;-1.5,-.884,0;-6.6085,-3.0113,0;-7.4701,-4.5139,0;2,-.75,0;2,-2.75,0;3,-1.75,0;0,3.0104,0;-2.5026,-.8766,0;-1.3001,.2469,0;1.3001,.2469,0;-5.0051,-2.6272,0;-1.3012,1.7514,0;1.3012,1.7514,0;-4.2577,-1.3214,0;-2.7494,-3.9207,0;-3.6902,-7.3194,0;-4.1844,-6.7342,0;-2.2748,-6.3924,0;-2.5353,-7.1127,0;-3.0319,-5.493,0;1.5,-2.75,0;.5,-2.75,0;1,-3.25,0;-5.4894,-4.075,0;-5.9868,-4.9425,0;0,-2.25,0;-5.1193,-5.44,0;1,-1.25,0;-1.25,-3.049,0;-7.9039,-4.2652,0;

Duplicates DB16700

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16700.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16700.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16700.sdf

Formula	C₂₃H₂₂Cl₂F₃NO₃
MW	488.34
InChIKey	NCRMKIWHFXSBGZ-CYSPOYASNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	10
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	1
XLogP3	0
XLogP	5.68
logP	6.9554
PSA	66.4
MR	118.533
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-264.074
PM7_Total_Energy_ev	-6126.00475
PM7_Electronic_Energy_ev	-49989.4568
PM7_Dipole_Debye	1.07171
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.248
PM7_LUMO_Energy_ev	-0.744
PM7_COSMO_Area_square_ang	450.35
PM7_COSMO_Volue_cubic_ang	542.53
PM7_Electron_Affinity_ev	0.744
PM7_Ionization_Energy_ev	9.248
PM7_Energy_Gap_ev	8.504
PM7_Global_Hardness_ev	4.252
PM7_Global_Softness_ev	0.23518344308560676
PM7_Chemical_Potential_ev	-4.996
PM7_Electronigativity_ev	4.996
PM7_Back_Donation_Energy_ev	-1.063
PM7_Electrophilicity_ev	2.9350912511759173
OPENEYE_Name	(3~{S})-3-[4-chloro-3-[[(2~{S},3~{R})-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methyl-butanoyl]amino]phenyl]-3-cyclopropyl-propanoic acid
SMILES	c1cc(ccc1C(C(=O)Nc2cc(ccc2Cl)C(C3CC3)CC(=O)O)C(C)C(F)(F)F)Cl
Canonical_SMILES	OC(=O)C[C@H](c1ccc(c(c1)NC(=O)[C@@H]([C@H](C(F)(F)F)C)c1ccc(cc1)Cl)Cl)C1CC1
InChI	1/C23H22Cl2F3NO3/c1-12(23(26,27)28)21(14-4-7-16(24)8-5-14)22(32)29-19-10-15(6-9-18(19)25)17(11-20(30)31)13-2-3-13/h4-10,12-13,17,21H,2-3,11H2,1H3,(H,29,32)(H,30,31)/f/h29-30H
InChI_3D	1S/C23H22Cl2F3NO3/c1-12(23(26,27)28)21(14-4-7-16(24)8-5-14)22(32)29-19-10-15(6-9-18(19)25)17(11-20(30)31)13-2-3-13/h4-10,12-13,17,21H,2-3,11H2,1H3,(H,29,32)(H,30,31)/t12-,17+,21+/m1/s1
AuxInfo	1/1/N:18,15,16,1,2,3,4,5,6,7,19,22,17,8,9,11,21,12,10,14,20,13,23,31,32,28,29,30,24,26,27,25/E:(2,3)(4,5)(7,8)(26,27,28)(30,31)/F:18,15,16,1,2,3,4,5,6,7,19,22,17,8,9,11,21,12,10,14,20,13,23,31,32,28,29,30,24,27,26,25/E:(2,3)(4,5)(7,8)(26,27,28)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCNOOOFFFClClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3d7;s7;s4d5;s6d10;;;;s15;s15s16;;s14;s8s13;s9s17s19;s18s20;s22;s10s13;d13;d14;s14;s23;s23;s23;s11;s12;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s20;s21;s22;s24;s27;/rC:-.8675,.4975,0;.8675,.4975,0;-4.5051,-2.625,0;-.8675,1.5027,0;.8675,1.5027,0;-4.0051,-1.753,0;-3,-3.488,0;;-4.0001,-3.4881,0;-2.5,-2.616,0;0,2.0104,0;-3,-1.7441,0;-1,-1.75,0;-6.6056,-4.0113,0;-3.6917,-6.8194,0;-2.7073,-6.6432,0;-3.3525,-5.8767,0;1,-2.75,0;-5.7381,-4.5088,0;0,-1.75,0;-4.8706,-5.0062,0;1,-1.75,0;2,-1.75,0;-1.5,-2.616,0;-1.5,-.884,0;-6.6085,-3.0113,0;-7.4701,-4.5139,0;2,-.75,0;2,-2.75,0;3,-1.75,0;0,3.0104,0;-2.5026,-.8766,0;-1.3001,.2469,0;1.3001,.2469,0;-5.0051,-2.6272,0;-1.3012,1.7514,0;1.3012,1.7514,0;-4.2577,-1.3214,0;-2.7494,-3.9207,0;-3.6902,-7.3194,0;-4.1844,-6.7342,0;-2.2748,-6.3924,0;-2.5353,-7.1127,0;-3.0319,-5.493,0;1.5,-2.75,0;.5,-2.75,0;1,-3.25,0;-5.4894,-4.075,0;-5.9868,-4.9425,0;0,-2.25,0;-5.1193,-5.44,0;1,-1.25,0;-1.25,-3.049,0;-7.9039,-4.2652,0;
Duplicates	DB16700
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16700.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16700.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16700.sdf