CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00447_p0_t0 (457)

Formula C₁₆H₁₆ClN₃O₄

MW 349.77

InChIKey JAPHQRWPEGVNBT-BNKWAMQHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 40

Number_Heavy_Atoms 24

Number_Rings 3

Number_Bonds 42

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -2.49

logP 1.7399

PSA 112.73

MR 89.2569

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -95.59552

PM7_Total_Energy_ev -4186.86808

PM7_Electronic_Energy_ev -31186.97904

PM7_Dipole_Debye 3.91295

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.327

PM7_LUMO_Energy_ev -0.791

PM7_COSMO_Area_square_ang 333.44

PM7_COSMO_Volue_cubic_ang 394.14

PM7_Electron_Affinity_ev 0.791

PM7_Ionization_Energy_ev 9.327

PM7_Energy_Gap_ev 8.536

PM7_Global_Hardness_ev 4.268

PM7_Global_Softness_ev 0.23430178069353327

PM7_Chemical_Potential_ev -5.059

PM7_Electronigativity_ev 5.059

PM7_Back_Donation_Energy_ev -1.067

PM7_Electrophilicity_ev 2.998299086223055

OPENEYE_Name (6~{R},7~{S})-7-[[(2~{R})-2-amino-2-phenyl-acetyl]amino]-3-chloro-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SMILES c1ccc(cc1)C(C(=O)NC2C(=O)N3C2CCC(=C3C(=O)O)Cl)N

Canonical_SMILES N[C@H](c1ccccc1)C(=O)N[C@H]1[C@H]2CCC(=C(N2C1=O)C(=O)O)Cl

InChI 1/C16H16ClN3O4/c17-9-6-7-10-12(15(22)20(10)13(9)16(23)24)19-14(21)11(18)8-4-2-1-3-5-8/h1-5,10-12H,6-7,18H2,(H,19,21)(H,23,24)/f/h19,23H

InChI_3D 1S/C16H16ClN3O4/c17-9-6-7-10-12(15(22)20(10)13(9)16(23)24)19-14(21)11(18)8-4-2-1-3-5-8/h1-5,10-12H,6-7,18H2,(H,19,21)(H,23,24)/t10-,11-,12+/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,12,13,6,8,15,16,14,7,11,9,10,24,18,19,17,22,20,21,23/E:(2,3)(4,5)(23,24)/F:1,2,3,4,5,12,13,6,8,15,16,14,7,11,9,10,24,18,19,17,22,20,23,21/E:(2,3)(4,5)/rA:40cCCCCCCCCCCCCCCCCNNNOOOOClHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;;s7;;s8;s12;s9;s13s14;s6s11;s7s9s15;s16;s11s14;d9;d10;d11;s10;s8;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s15;s16;s18;s18;s19;s23;/rC:3.6529,7.2459,0;4.5174,6.7433,0;2.7825,6.7536,0;4.5114,5.7381,0;2.7765,5.7484,0;3.6409,5.2356,0;.8635,-.5043,0;;2.7436,-.0162,0;.8567,-1.5043,0;3.6245,2.4856,0;.0051,1.0055,0;.8736,1.5067,0;2.7496,.9908,0;1.7426,.9968,0;3.6305,3.4856,0;1.7367,-.0102,0;4.6305,3.4796,0;2.7556,1.9908,0;3.4465,-.7275,0;-.0127,-1.9984,0;4.4876,1.9805,0;1.7193,-2.0102,0;-.8685,-.4956,0;3.6559,7.7459,0;4.9516,6.9913,0;2.3513,7.0068,0;4.9437,5.4868,0;2.3413,5.5023,0;-.4876,.9204,0;-.1651,1.4757,0;.5532,1.8905,0;1.1968,1.8882,0;3.2496,.9878,0;1.308,.7496,0;3.1305,3.4886,0;4.8831,3.9112,0;4.8779,3.0451,0;2.324,2.2434,0;1.7159,-2.5102,0;

Duplicates DB00447_p0_t0;DB04293_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00447_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00447_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00447_p0_t0.sdf

Formula	C₁₆H₁₆ClN₃O₄
MW	349.77
InChIKey	JAPHQRWPEGVNBT-BNKWAMQHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	40
Number_Heavy_Atoms	24
Number_Rings	3
Number_Bonds	42
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-2.49
logP	1.7399
PSA	112.73
MR	89.2569
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-95.59552
PM7_Total_Energy_ev	-4186.86808
PM7_Electronic_Energy_ev	-31186.97904
PM7_Dipole_Debye	3.91295
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.327
PM7_LUMO_Energy_ev	-0.791
PM7_COSMO_Area_square_ang	333.44
PM7_COSMO_Volue_cubic_ang	394.14
PM7_Electron_Affinity_ev	0.791
PM7_Ionization_Energy_ev	9.327
PM7_Energy_Gap_ev	8.536
PM7_Global_Hardness_ev	4.268
PM7_Global_Softness_ev	0.23430178069353327
PM7_Chemical_Potential_ev	-5.059
PM7_Electronigativity_ev	5.059
PM7_Back_Donation_Energy_ev	-1.067
PM7_Electrophilicity_ev	2.998299086223055
OPENEYE_Name	(6~{R},7~{S})-7-[[(2~{R})-2-amino-2-phenyl-acetyl]amino]-3-chloro-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES	c1ccc(cc1)C(C(=O)NC2C(=O)N3C2CCC(=C3C(=O)O)Cl)N
Canonical_SMILES	N[C@H](c1ccccc1)C(=O)N[C@H]1[C@H]2CCC(=C(N2C1=O)C(=O)O)Cl
InChI	1/C16H16ClN3O4/c17-9-6-7-10-12(15(22)20(10)13(9)16(23)24)19-14(21)11(18)8-4-2-1-3-5-8/h1-5,10-12H,6-7,18H2,(H,19,21)(H,23,24)/f/h19,23H
InChI_3D	1S/C16H16ClN3O4/c17-9-6-7-10-12(15(22)20(10)13(9)16(23)24)19-14(21)11(18)8-4-2-1-3-5-8/h1-5,10-12H,6-7,18H2,(H,19,21)(H,23,24)/t10-,11-,12+/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,12,13,6,8,15,16,14,7,11,9,10,24,18,19,17,22,20,21,23/E:(2,3)(4,5)(23,24)/F:1,2,3,4,5,12,13,6,8,15,16,14,7,11,9,10,24,18,19,17,22,20,23,21/E:(2,3)(4,5)/rA:40cCCCCCCCCCCCCCCCCNNNOOOOClHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;;s7;;s8;s12;s9;s13s14;s6s11;s7s9s15;s16;s11s14;d9;d10;d11;s10;s8;s1;s2;s3;s4;s5;s12;s12;s13;s13;s14;s15;s16;s18;s18;s19;s23;/rC:3.6529,7.2459,0;4.5174,6.7433,0;2.7825,6.7536,0;4.5114,5.7381,0;2.7765,5.7484,0;3.6409,5.2356,0;.8635,-.5043,0;;2.7436,-.0162,0;.8567,-1.5043,0;3.6245,2.4856,0;.0051,1.0055,0;.8736,1.5067,0;2.7496,.9908,0;1.7426,.9968,0;3.6305,3.4856,0;1.7367,-.0102,0;4.6305,3.4796,0;2.7556,1.9908,0;3.4465,-.7275,0;-.0127,-1.9984,0;4.4876,1.9805,0;1.7193,-2.0102,0;-.8685,-.4956,0;3.6559,7.7459,0;4.9516,6.9913,0;2.3513,7.0068,0;4.9437,5.4868,0;2.3413,5.5023,0;-.4876,.9204,0;-.1651,1.4757,0;.5532,1.8905,0;1.1968,1.8882,0;3.2496,.9878,0;1.308,.7496,0;3.1305,3.4886,0;4.8831,3.9112,0;4.8779,3.0451,0;2.324,2.2434,0;1.7159,-2.5102,0;
Duplicates	DB00447_p0_t0;DB04293_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00447_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00447_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00447_p0_t0.sdf