CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04083_p0_t0 (4379)

Formula C₁₄H₂₂N₃O₇P

MW 375.32

InChIKey YQSOQJORMNSDJL-WKKFVWBNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 25

Number_Rings 1

Number_Bonds 47

Rotat_Bonds 14

Unbranched_Chain 6

Chiral_Centers 1

ONatoms 10

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -3.91

logP 1.4063

PSA 185.37

MR 90.2363

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -336.89461

PM7_Total_Energy_ev -4820.88773

PM7_Electronic_Energy_ev -34374.84954

PM7_Dipole_Debye 5.4632

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.242

PM7_LUMO_Energy_ev -1.047

PM7_COSMO_Area_square_ang 385.37

PM7_COSMO_Volue_cubic_ang 421.38

PM7_Electron_Affinity_ev 1.047

PM7_Ionization_Energy_ev 9.242

PM7_Energy_Gap_ev 8.195

PM7_Global_Hardness_ev 4.0975

PM7_Global_Softness_ev 0.24405125076266015

PM7_Chemical_Potential_ev -5.1445

PM7_Electronigativity_ev 5.1445

PM7_Back_Donation_Energy_ev -1.024375

PM7_Electrophilicity_ev 3.2295155887736424

OPENEYE_Name (2~{S})-2-amino-6-[(~{E})-[3-hydroxy-2-methyl-5-(phosphonooxymethyl)-4-pyridyl]methyleneamino]hexanoic acid

SMILES c1c(c(c(c(n1)C)O)C=NCCCCC(C(=O)O)N)COP(=O)(O)O

Canonical_SMILES OC(=O)[C@H](CCCC/N=C/c1c(cnc(c1O)C)COP(=O)(O)O)N

InChI 1/C14H22N3O7P/c1-9-13(18)11(10(6-17-9)8-24-25(21,22)23)7-16-5-3-2-4-12(15)14(19)20/h6-7,12,18H,2-5,8,15H2,1H3,(H,19,20)(H2,21,22,23)/f/h19,21-22H

InChI_3D 1S/C14H22N3O7P/c1-9-13(18)11(10(6-17-9)8-24-25(21,22)23)7-16-5-3-2-4-12(15)14(19)20/h6-7,12,18H,2-5,8,15H2,1H3,(H,19,20)(H2,21,22,23)/b16-7+/t12-/m0/s1

AuxInfo 1/1/N:8,10,11,12,13,1,6,9,5,3,2,14,4,7,17,16,15,20,18,21,19,22,23,24,25/E:(19,20)(21,22,23)/F:8,10,11,12,13,1,6,9,5,3,2,14,4,7,17,16,15,20,21,18,22,23,19,24,25/E:(21,22)/rA:47cCCCCCCCCCCCCCCNNNOOOOOOOPHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;d2;s4;s2;;s5;s3;;s10;s10;s11;s7s12;s1d5;w6s13;s14;d7;;s4;s7;;;s9;d19s22s23s24;s1;s6;s8;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s17;s17;s20;s21;s22;s23;/rC:-.8675,1.5027,0;;-.8675,.4975,0;.8675,.4975,0;.8675,1.5027,0;0,-1,0;1.866,-6.5,0;1.735,2.0001,0;-1.7328,-.0038,0;.866,-4.5,0;.866,-3.5,0;.866,-5.5,0;.866,-2.5,0;.866,-6.5,0;0,2.0104,0;.866,-1.5,0;.866,-7.5,0;2.366,-7.366,0;-4.3287,-1.5075,0;1.7328,-.0038,0;2.366,-5.634,0;-3.9647,-.141,0;-2.9621,-1.8716,0;-2.5981,-.505,0;-3.4634,-1.0063,0;-1.3012,1.7514,0;-.433,-1.25,0;1.4863,2.4339,0;1.9837,1.5664,0;2.1687,2.2489,0;-1.4822,-.4364,0;-1.9834,.4289,0;1.366,-4.5,0;.366,-4.5,0;.366,-3.5,0;1.366,-3.5,0;1.366,-5.5,0;.366,-5.5,0;.366,-2.5,0;1.366,-2.5,0;.366,-6.5,0;1.299,-7.75,0;.433,-7.75,0;2.1662,.2456,0;2.866,-5.634,0;-4.4647,-.1417,0;-2.4621,-1.8708,0;

Duplicates DB04083_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04083_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04083_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04083_p0_t0.sdf

Formula	C₁₄H₂₂N₃O₇P
MW	375.32
InChIKey	YQSOQJORMNSDJL-WKKFVWBNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	25
Number_Rings	1
Number_Bonds	47
Rotat_Bonds	14
Unbranched_Chain	6
Chiral_Centers	1
ONatoms	10
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-3.91
logP	1.4063
PSA	185.37
MR	90.2363
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-336.89461
PM7_Total_Energy_ev	-4820.88773
PM7_Electronic_Energy_ev	-34374.84954
PM7_Dipole_Debye	5.4632
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.242
PM7_LUMO_Energy_ev	-1.047
PM7_COSMO_Area_square_ang	385.37
PM7_COSMO_Volue_cubic_ang	421.38
PM7_Electron_Affinity_ev	1.047
PM7_Ionization_Energy_ev	9.242
PM7_Energy_Gap_ev	8.195
PM7_Global_Hardness_ev	4.0975
PM7_Global_Softness_ev	0.24405125076266015
PM7_Chemical_Potential_ev	-5.1445
PM7_Electronigativity_ev	5.1445
PM7_Back_Donation_Energy_ev	-1.024375
PM7_Electrophilicity_ev	3.2295155887736424
OPENEYE_Name	(2~{S})-2-amino-6-[(~{E})-[3-hydroxy-2-methyl-5-(phosphonooxymethyl)-4-pyridyl]methyleneamino]hexanoic acid
SMILES	c1c(c(c(c(n1)C)O)C=NCCCCC(C(=O)O)N)COP(=O)(O)O
Canonical_SMILES	OC(=O)[C@H](CCCC/N=C/c1c(cnc(c1O)C)COP(=O)(O)O)N
InChI	1/C14H22N3O7P/c1-9-13(18)11(10(6-17-9)8-24-25(21,22)23)7-16-5-3-2-4-12(15)14(19)20/h6-7,12,18H,2-5,8,15H2,1H3,(H,19,20)(H2,21,22,23)/f/h19,21-22H
InChI_3D	1S/C14H22N3O7P/c1-9-13(18)11(10(6-17-9)8-24-25(21,22)23)7-16-5-3-2-4-12(15)14(19)20/h6-7,12,18H,2-5,8,15H2,1H3,(H,19,20)(H2,21,22,23)/b16-7+/t12-/m0/s1
AuxInfo	1/1/N:8,10,11,12,13,1,6,9,5,3,2,14,4,7,17,16,15,20,18,21,19,22,23,24,25/E:(19,20)(21,22,23)/F:8,10,11,12,13,1,6,9,5,3,2,14,4,7,17,16,15,20,21,18,22,23,19,24,25/E:(21,22)/rA:47cCCCCCCCCCCCCCCNNNOOOOOOOPHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;d2;s4;s2;;s5;s3;;s10;s10;s11;s7s12;s1d5;w6s13;s14;d7;;s4;s7;;;s9;d19s22s23s24;s1;s6;s8;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s17;s17;s20;s21;s22;s23;/rC:-.8675,1.5027,0;;-.8675,.4975,0;.8675,.4975,0;.8675,1.5027,0;0,-1,0;1.866,-6.5,0;1.735,2.0001,0;-1.7328,-.0038,0;.866,-4.5,0;.866,-3.5,0;.866,-5.5,0;.866,-2.5,0;.866,-6.5,0;0,2.0104,0;.866,-1.5,0;.866,-7.5,0;2.366,-7.366,0;-4.3287,-1.5075,0;1.7328,-.0038,0;2.366,-5.634,0;-3.9647,-.141,0;-2.9621,-1.8716,0;-2.5981,-.505,0;-3.4634,-1.0063,0;-1.3012,1.7514,0;-.433,-1.25,0;1.4863,2.4339,0;1.9837,1.5664,0;2.1687,2.2489,0;-1.4822,-.4364,0;-1.9834,.4289,0;1.366,-4.5,0;.366,-4.5,0;.366,-3.5,0;1.366,-3.5,0;1.366,-5.5,0;.366,-5.5,0;.366,-2.5,0;1.366,-2.5,0;.366,-6.5,0;1.299,-7.75,0;.433,-7.75,0;2.1662,.2456,0;2.866,-5.634,0;-4.4647,-.1417,0;-2.4621,-1.8708,0;
Duplicates	DB04083_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04083_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04083_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04083_p0_t0.sdf