CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05239_p0 (5374)

Formula C₂₁H₂₁F₃IN₃O₂

MW 531.32

InChIKey BSMCAPRUBJMWDF-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 5

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 3.41

logP 4.1208

PSA 64.6

MR 122.92

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -127.97153

PM7_Total_Energy_ev -5631.06338

PM7_Electronic_Energy_ev -46794.23582

PM7_Dipole_Debye 4.29766

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.698

PM7_LUMO_Energy_ev -1.164

PM7_COSMO_Area_square_ang 386.48

PM7_COSMO_Volue_cubic_ang 511.08

PM7_Electron_Affinity_ev 1.164

PM7_Ionization_Energy_ev 8.698

PM7_Energy_Gap_ev 7.534

PM7_Global_Hardness_ev 3.767

PM7_Global_Softness_ev 0.2654632333421821

PM7_Chemical_Potential_ev -4.931

PM7_Electronigativity_ev 4.931

PM7_Back_Donation_Energy_ev -0.94175

PM7_Electrophilicity_ev 3.2273375365011945

OPENEYE_Name [3,4-difluoro-2-(2-fluoro-4-iodo-anilino)phenyl]-[3-hydroxy-3-[(2~{S})-2-piperidyl]azetidin-1-yl]methanone

SMILES c1cc(c(c(c1C(=O)N2CC(C2)(C3CCCCN3)O)Nc4ccc(cc4F)I)F)F

Canonical_SMILES Ic1ccc(c(c1)F)Nc1c(ccc(c1F)F)C(=O)N1CC(C1)(O)[C@@H]1CCCCN1

InChI 1/C21H21F3IN3O2/c22-14-6-5-13(19(18(14)24)27-16-7-4-12(25)9-15(16)23)20(29)28-10-21(30,11-28)17-3-1-2-8-26-17/h4-7,9,17,26-27,30H,1-3,8,10-11H2

InChI_3D 1S/C21H21F3IN3O2/c22-14-6-5-13(19(18(14)24)27-16-7-4-12(25)9-15(16)23)20(29)28-10-21(30,11-28)17-3-1-2-8-26-17/h4-7,9,17,26-27,30H,1-3,8,10-11H2/t17-/m0/s1

AuxInfo 1/0/N:14,15,16,4,1,3,2,17,5,18,19,12,6,9,10,7,20,11,8,13,21,27,28,29,30,22,24,23,25,26/E:(10,11)/rA:51cCCCCCCCCCCCCCCCCCCCCCNNNOOFFFIHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s2;d6;s3;s5d7;s8d9;s4d5;s6;;s14;s14;s15;;;s16;s18s19s20;s17s20;s13s18s19;s7s8;d13;s21;s9;s10;s11;s12;s1;s2;s3;s4;s5;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s24;s26;/rC:4.3917,2.5836,0;7.2259,7.4745,0;5.2061,2.0033,0;8.1379,7.8971,0;8.8673,6.3229,0;4.4813,3.5796,0;7.1392,6.4782,0;5.3946,3.9995,0;6.1194,2.4232,0;7.9553,5.9003,0;6.2183,3.4234,0;8.9633,7.3234,0;3.6644,4.1564,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;1.8182,4.0831,0;2.4108,2.7991,0;.8675,1.5027,0;1.4725,3.1448,0;0,2.0104,0;2.7564,3.7374,0;5.5514,5.7425,0;3.7555,5.1523,0;-.1696,3.7498,0;6.9337,1.8428,0;7.8643,4.9044,0;7.1268,3.8412,0;9.8706,7.7438,0;3.9374,2.3748,0;6.8166,7.7617,0;5.1591,1.5055,0;8.1813,8.3952,0;9.2754,6.0339,0;.321,-.3833,0;-.321,-.3833,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.349,4.2559,0;1.991,4.5522,0;2.8799,2.6263,0;2.2379,2.3299,0;1.3597,1.4149,0;0,2.5104,0;5.1425,6.0303,0;-.2545,4.2425,0;

Duplicates DB05239_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05239_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05239_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05239_p0.sdf

Formula	C₂₁H₂₁F₃IN₃O₂
MW	531.32
InChIKey	BSMCAPRUBJMWDF-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	5
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	3.41
logP	4.1208
PSA	64.6
MR	122.92
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-127.97153
PM7_Total_Energy_ev	-5631.06338
PM7_Electronic_Energy_ev	-46794.23582
PM7_Dipole_Debye	4.29766
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.698
PM7_LUMO_Energy_ev	-1.164
PM7_COSMO_Area_square_ang	386.48
PM7_COSMO_Volue_cubic_ang	511.08
PM7_Electron_Affinity_ev	1.164
PM7_Ionization_Energy_ev	8.698
PM7_Energy_Gap_ev	7.534
PM7_Global_Hardness_ev	3.767
PM7_Global_Softness_ev	0.2654632333421821
PM7_Chemical_Potential_ev	-4.931
PM7_Electronigativity_ev	4.931
PM7_Back_Donation_Energy_ev	-0.94175
PM7_Electrophilicity_ev	3.2273375365011945
OPENEYE_Name	[3,4-difluoro-2-(2-fluoro-4-iodo-anilino)phenyl]-[3-hydroxy-3-[(2~{S})-2-piperidyl]azetidin-1-yl]methanone
SMILES	c1cc(c(c(c1C(=O)N2CC(C2)(C3CCCCN3)O)Nc4ccc(cc4F)I)F)F
Canonical_SMILES	Ic1ccc(c(c1)F)Nc1c(ccc(c1F)F)C(=O)N1CC(C1)(O)[C@@H]1CCCCN1
InChI	1/C21H21F3IN3O2/c22-14-6-5-13(19(18(14)24)27-16-7-4-12(25)9-15(16)23)20(29)28-10-21(30,11-28)17-3-1-2-8-26-17/h4-7,9,17,26-27,30H,1-3,8,10-11H2
InChI_3D	1S/C21H21F3IN3O2/c22-14-6-5-13(19(18(14)24)27-16-7-4-12(25)9-15(16)23)20(29)28-10-21(30,11-28)17-3-1-2-8-26-17/h4-7,9,17,26-27,30H,1-3,8,10-11H2/t17-/m0/s1
AuxInfo	1/0/N:14,15,16,4,1,3,2,17,5,18,19,12,6,9,10,7,20,11,8,13,21,27,28,29,30,22,24,23,25,26/E:(10,11)/rA:51cCCCCCCCCCCCCCCCCCCCCCNNNOOFFFIHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s2;d6;s3;s5d7;s8d9;s4d5;s6;;s14;s14;s15;;;s16;s18s19s20;s17s20;s13s18s19;s7s8;d13;s21;s9;s10;s11;s12;s1;s2;s3;s4;s5;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s24;s26;/rC:4.3917,2.5836,0;7.2259,7.4745,0;5.2061,2.0033,0;8.1379,7.8971,0;8.8673,6.3229,0;4.4813,3.5796,0;7.1392,6.4782,0;5.3946,3.9995,0;6.1194,2.4232,0;7.9553,5.9003,0;6.2183,3.4234,0;8.9633,7.3234,0;3.6644,4.1564,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;1.8182,4.0831,0;2.4108,2.7991,0;.8675,1.5027,0;1.4725,3.1448,0;0,2.0104,0;2.7564,3.7374,0;5.5514,5.7425,0;3.7555,5.1523,0;-.1696,3.7498,0;6.9337,1.8428,0;7.8643,4.9044,0;7.1268,3.8412,0;9.8706,7.7438,0;3.9374,2.3748,0;6.8166,7.7617,0;5.1591,1.5055,0;8.1813,8.3952,0;9.2754,6.0339,0;.321,-.3833,0;-.321,-.3833,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.349,4.2559,0;1.991,4.5522,0;2.8799,2.6263,0;2.2379,2.3299,0;1.3597,1.4149,0;0,2.5104,0;5.1425,6.0303,0;-.2545,4.2425,0;
Duplicates	DB05239_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05239_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05239_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/DB05239_p0.sdf