CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02852_p0 (3125)

Formula C₁₅H₂₁NO₆

MW 311.33

InChIKey VZFRNCSOCOPNDB-KVDFDCKENA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 22

Number_Rings 1

Number_Bonds 43

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 4

ONatoms 7

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -3.71

logP 1.3019

PSA 123.93

MR 83.1891

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -250.46444

PM7_Total_Energy_ev -4084.54975

PM7_Electronic_Energy_ev -29015.3066

PM7_Dipole_Debye 1.70325

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.221

PM7_LUMO_Energy_ev -0.222

PM7_COSMO_Area_square_ang 327.94

PM7_COSMO_Volue_cubic_ang 376.92

PM7_Electron_Affinity_ev 0.222

PM7_Ionization_Energy_ev 9.221

PM7_Energy_Gap_ev 8.999

PM7_Global_Hardness_ev 4.4995

PM7_Global_Softness_ev 0.222246916324036

PM7_Chemical_Potential_ev -4.7215

PM7_Electronigativity_ev 4.7215

PM7_Back_Donation_Energy_ev -1.124875

PM7_Electrophilicity_ev 2.477226608512057

OPENEYE_Name (2~{S},3~{S},4~{S})-3-(carboxymethyl)-4-[(1~{Z},3~{E},5~{R})-5-carboxy-1-methyl-hexa-1,3-dienyl]pyrrolidine-2-carboxylic acid

SMILES C(=CC(C(=O)O)C)C=C(C1CNC(C1CC(=O)O)C(=O)O)C

Canonical_SMILES OC(=O)C[C@H]1[C@H](CN[C@@H]1C(=O)O)/C(=CC=C[C@H](C(=O)O)C)/C

InChI 1/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/f/h17,19,21H

InChI_3D 1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1

AuxInfo 1/1/N:12,13,1,2,3,14,8,4,15,11,9,6,10,7,5,16,18,21,19,22,17,20/E:(17,18)(19,20)(21,22)/F:12,13,1,2,3,14,8,4,15,11,9,6,10,7,5,16,21,18,22,19,20,17/rA:43cCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:s1;w1;w2;;;;;s4s8;s5;s9s10;s4;;s6s11;s3s7s13;s8s10;d5;d6;d7;s5;s6;s7;s1;s2;s3;s8;s8;s9;s10;s11;s12;s12;s12;s13;s13;s13;s14;s14;s15;s16;s20;s21;s22;/rC:-1.5413,-1.9201,0;-.6281,-2.3277,0;-2.3508,-2.5072,0;.1814,-1.7406,0;1.8142,1.8173,0;3.6905,-.5761,0;-3.6716,-3.0128,0;-.3065,.9518,0;;1.3133,.9518,0;1.0015,0,0;1.0946,-2.1481,0;-2.8565,-1.1865,0;2.7127,-.3666,0;-3.264,-2.0997,0;.5008,1.5426,0;2.8142,1.8162,0;3.998,-1.5276,0;-4.6662,-3.1165,0;1.3151,2.6838,0;4.3608,.166,0;-3.0845,-3.8224,0;-1.5931,-1.4228,0;-.5763,-2.825,0;-2.299,-3.0045,0;-.7634,.7487,0;-.5571,1.3845,0;-.4893,-.1031,0;1.7697,.7476,0;.9488,-.4972,0;1.2984,-1.6915,0;.8908,-2.6047,0;1.5512,-2.3519,0;-3.3131,-.9827,0;-2.3999,-1.3902,0;-2.6527,-.7299,0;2.6079,-.8555,0;2.8174,.1223,0;-3.7206,-1.8959,0;.5,2.0426,0;1.5656,3.1166,0;4.8497,.0612,0;-3.2883,-4.279,0;

Duplicates DB02852_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02852_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02852_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02852_p0.sdf

Formula	C₁₅H₂₁NO₆
MW	311.33
InChIKey	VZFRNCSOCOPNDB-KVDFDCKENA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	22
Number_Rings	1
Number_Bonds	43
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	4
ONatoms	7
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-3.71
logP	1.3019
PSA	123.93
MR	83.1891
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-250.46444
PM7_Total_Energy_ev	-4084.54975
PM7_Electronic_Energy_ev	-29015.3066
PM7_Dipole_Debye	1.70325
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.221
PM7_LUMO_Energy_ev	-0.222
PM7_COSMO_Area_square_ang	327.94
PM7_COSMO_Volue_cubic_ang	376.92
PM7_Electron_Affinity_ev	0.222
PM7_Ionization_Energy_ev	9.221
PM7_Energy_Gap_ev	8.999
PM7_Global_Hardness_ev	4.4995
PM7_Global_Softness_ev	0.222246916324036
PM7_Chemical_Potential_ev	-4.7215
PM7_Electronigativity_ev	4.7215
PM7_Back_Donation_Energy_ev	-1.124875
PM7_Electrophilicity_ev	2.477226608512057
OPENEYE_Name	(2~{S},3~{S},4~{S})-3-(carboxymethyl)-4-[(1~{Z},3~{E},5~{R})-5-carboxy-1-methyl-hexa-1,3-dienyl]pyrrolidine-2-carboxylic acid
SMILES	C(=CC(C(=O)O)C)C=C(C1CNC(C1CC(=O)O)C(=O)O)C
Canonical_SMILES	OC(=O)C[C@H]1[C@H](CN[C@@H]1C(=O)O)/C(=CC=C[C@H](C(=O)O)C)/C
InChI	1/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/f/h17,19,21H
InChI_3D	1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1
AuxInfo	1/1/N:12,13,1,2,3,14,8,4,15,11,9,6,10,7,5,16,18,21,19,22,17,20/E:(17,18)(19,20)(21,22)/F:12,13,1,2,3,14,8,4,15,11,9,6,10,7,5,16,21,18,22,19,20,17/rA:43cCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:s1;w1;w2;;;;;s4s8;s5;s9s10;s4;;s6s11;s3s7s13;s8s10;d5;d6;d7;s5;s6;s7;s1;s2;s3;s8;s8;s9;s10;s11;s12;s12;s12;s13;s13;s13;s14;s14;s15;s16;s20;s21;s22;/rC:-1.5413,-1.9201,0;-.6281,-2.3277,0;-2.3508,-2.5072,0;.1814,-1.7406,0;1.8142,1.8173,0;3.6905,-.5761,0;-3.6716,-3.0128,0;-.3065,.9518,0;;1.3133,.9518,0;1.0015,0,0;1.0946,-2.1481,0;-2.8565,-1.1865,0;2.7127,-.3666,0;-3.264,-2.0997,0;.5008,1.5426,0;2.8142,1.8162,0;3.998,-1.5276,0;-4.6662,-3.1165,0;1.3151,2.6838,0;4.3608,.166,0;-3.0845,-3.8224,0;-1.5931,-1.4228,0;-.5763,-2.825,0;-2.299,-3.0045,0;-.7634,.7487,0;-.5571,1.3845,0;-.4893,-.1031,0;1.7697,.7476,0;.9488,-.4972,0;1.2984,-1.6915,0;.8908,-2.6047,0;1.5512,-2.3519,0;-3.3131,-.9827,0;-2.3999,-1.3902,0;-2.6527,-.7299,0;2.6079,-.8555,0;2.8174,.1223,0;-3.7206,-1.8959,0;.5,2.0426,0;1.5656,3.1166,0;4.8497,.0612,0;-3.2883,-4.279,0;
Duplicates	DB02852_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02852_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02852_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02852_p0.sdf