CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00973 (1140)

Formula C₂₄H₂₁F₂NO₃

MW 409.43

InChIKey OLNTVTPDXPETLC-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 8

Unbranched_Chain 2

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 0

XLogP3 0

XLogP 3.97

logP 4.9533

PSA 60.77

MR 112.973

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -131.16401

PM7_Total_Energy_ev -5233.63684

PM7_Electronic_Energy_ev -40151.92525

PM7_Dipole_Debye 5.14235

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.951

PM7_LUMO_Energy_ev -0.569

PM7_COSMO_Area_square_ang 416.78

PM7_COSMO_Volue_cubic_ang 480.82

PM7_Electron_Affinity_ev 0.569

PM7_Ionization_Energy_ev 8.951

PM7_Energy_Gap_ev 8.382

PM7_Global_Hardness_ev 4.191

PM7_Global_Softness_ev 0.23860653781913624

PM7_Chemical_Potential_ev -4.76

PM7_Electronigativity_ev 4.76

PM7_Back_Donation_Energy_ev -1.04775

PM7_Electrophilicity_ev 2.7031257456454307

OPENEYE_Name (3~{R},4~{S})-1-(4-fluorophenyl)-3-[(3~{S})-3-(4-fluorophenyl)-3-hydroxy-propyl]-4-(4-hydroxyphenyl)azetidin-2-one

SMILES c1cc(ccc1C2C(C(=O)N2c3ccc(cc3)F)CCC(c4ccc(cc4)F)O)O

Canonical_SMILES Oc1ccc(cc1)[C@@H]1[C@@H](CC[C@@H](c2ccc(cc2)F)O)C(=O)N1c1ccc(cc1)F

InChI 1/C24H21F2NO3/c25-17-5-1-15(2-6-17)22(29)14-13-21-23(16-3-11-20(28)12-4-16)27(24(21)30)19-9-7-18(26)8-10-19/h1-12,21-23,28-29H,13-14H2

InChI_3D 1S/C24H21F2NO3/c25-17-5-1-15(2-6-17)22(29)14-13-21-23(16-3-11-20(28)12-4-16)27(24(21)30)19-9-7-18(26)8-10-19/h1-12,21-23,28-29H,13-14H2/t21-,22+,23-/m1/s1

AuxInfo 1/0/N:3,4,1,2,9,10,11,12,5,6,7,8,22,23,14,13,17,18,15,16,21,24,20,19,29,30,25,27,28,26/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)/rA:51cCCCCCCCCCCCCCCCCCCCCCCCCNOOOFFHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;d1;s2;d3;s4;d5;s6;s1d2;s3d4;s5d6;s7d8;s9d10;s11d12;;s13;s19s20;s21;s22;s14s23;s15s19s20;d19;s16;s24;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s21;s22;s22;s23;s23;s24;s27;s28;/rC:1.8559,-2.257,0;.1209,-2.2481,0;-4.5019,-.8445,0;-4.493,.8904,0;1.459,2.6648,0;2.6796,1.4317,0;1.8508,-3.2622,0;.1158,-3.2533,0;-5.5071,-.8394,0;-5.4982,.8956,0;2.1734,3.372,0;3.394,2.1389,0;.991,-1.7551,0;-3.9999,.0204,0;1.7157,1.6983,0;.9807,-3.7655,0;-6.0103,.0307,0;3.1445,3.1126,0;.0051,.9999,0;.9999,-.0051,0;;-1,.0051,0;-2,.0102,0;-3,.0153,0;1.005,.9948,0;-.6984,1.7106,0;.9756,-4.7654,0;-2.9949,1.0153,0;-7.0103,.0358,0;3.8552,3.8161,0;2.2898,-2.0086,0;-.3104,-1.9953,0;-4.2534,-1.2785,0;-4.2402,1.3218,0;.9765,2.796,0;2.8058,.9479,0;2.2833,-3.5131,0;-.3192,-3.4998,0;-5.758,-1.2719,0;-5.7447,1.3306,0;2.045,3.8552,0;3.8759,2.0056,0;1.4999,-.0077,0;-.0026,-.5,0;-1.0025,-.4949,0;-.9974,.5051,0;-2.0025,-.4898,0;-1.9974,.5102,0;-3.0025,-.4847,0;1.4074,-5.0176,0;-2.5606,1.2631,0;

Duplicates DB00973

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00973.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00973.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00973.sdf

Formula	C₂₄H₂₁F₂NO₃
MW	409.43
InChIKey	OLNTVTPDXPETLC-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	8
Unbranched_Chain	2
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	0
XLogP3	0
XLogP	3.97
logP	4.9533
PSA	60.77
MR	112.973
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-131.16401
PM7_Total_Energy_ev	-5233.63684
PM7_Electronic_Energy_ev	-40151.92525
PM7_Dipole_Debye	5.14235
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.951
PM7_LUMO_Energy_ev	-0.569
PM7_COSMO_Area_square_ang	416.78
PM7_COSMO_Volue_cubic_ang	480.82
PM7_Electron_Affinity_ev	0.569
PM7_Ionization_Energy_ev	8.951
PM7_Energy_Gap_ev	8.382
PM7_Global_Hardness_ev	4.191
PM7_Global_Softness_ev	0.23860653781913624
PM7_Chemical_Potential_ev	-4.76
PM7_Electronigativity_ev	4.76
PM7_Back_Donation_Energy_ev	-1.04775
PM7_Electrophilicity_ev	2.7031257456454307
OPENEYE_Name	(3~{R},4~{S})-1-(4-fluorophenyl)-3-[(3~{S})-3-(4-fluorophenyl)-3-hydroxy-propyl]-4-(4-hydroxyphenyl)azetidin-2-one
SMILES	c1cc(ccc1C2C(C(=O)N2c3ccc(cc3)F)CCC(c4ccc(cc4)F)O)O
Canonical_SMILES	Oc1ccc(cc1)[C@@H]1[C@@H](CC[C@@H](c2ccc(cc2)F)O)C(=O)N1c1ccc(cc1)F
InChI	1/C24H21F2NO3/c25-17-5-1-15(2-6-17)22(29)14-13-21-23(16-3-11-20(28)12-4-16)27(24(21)30)19-9-7-18(26)8-10-19/h1-12,21-23,28-29H,13-14H2
InChI_3D	1S/C24H21F2NO3/c25-17-5-1-15(2-6-17)22(29)14-13-21-23(16-3-11-20(28)12-4-16)27(24(21)30)19-9-7-18(26)8-10-19/h1-12,21-23,28-29H,13-14H2/t21-,22+,23-/m1/s1
AuxInfo	1/0/N:3,4,1,2,9,10,11,12,5,6,7,8,22,23,14,13,17,18,15,16,21,24,20,19,29,30,25,27,28,26/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)/rA:51cCCCCCCCCCCCCCCCCCCCCCCCCNOOOFFHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;d1;s2;d3;s4;d5;s6;s1d2;s3d4;s5d6;s7d8;s9d10;s11d12;;s13;s19s20;s21;s22;s14s23;s15s19s20;d19;s16;s24;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s21;s22;s22;s23;s23;s24;s27;s28;/rC:1.8559,-2.257,0;.1209,-2.2481,0;-4.5019,-.8445,0;-4.493,.8904,0;1.459,2.6648,0;2.6796,1.4317,0;1.8508,-3.2622,0;.1158,-3.2533,0;-5.5071,-.8394,0;-5.4982,.8956,0;2.1734,3.372,0;3.394,2.1389,0;.991,-1.7551,0;-3.9999,.0204,0;1.7157,1.6983,0;.9807,-3.7655,0;-6.0103,.0307,0;3.1445,3.1126,0;.0051,.9999,0;.9999,-.0051,0;;-1,.0051,0;-2,.0102,0;-3,.0153,0;1.005,.9948,0;-.6984,1.7106,0;.9756,-4.7654,0;-2.9949,1.0153,0;-7.0103,.0358,0;3.8552,3.8161,0;2.2898,-2.0086,0;-.3104,-1.9953,0;-4.2534,-1.2785,0;-4.2402,1.3218,0;.9765,2.796,0;2.8058,.9479,0;2.2833,-3.5131,0;-.3192,-3.4998,0;-5.758,-1.2719,0;-5.7447,1.3306,0;2.045,3.8552,0;3.8759,2.0056,0;1.4999,-.0077,0;-.0026,-.5,0;-1.0025,-.4949,0;-.9974,.5051,0;-2.0025,-.4898,0;-1.9974,.5102,0;-3.0025,-.4847,0;1.4074,-5.0176,0;-2.5606,1.2631,0;
Duplicates	DB00973
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00973.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00973.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00973.sdf