CompChem-Database: compound details

CompChem-Database: details for selected entry

DB09227_p0_t0 (8882)

Formula C₂₇H₂₉N₃O₆

MW 491.54

InChIKey VXMOONUMYLCFJD-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 69

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 9

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.26

logP 4.5016

PSA 117.53

MR 141.356

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -110.03351

PM7_Total_Energy_ev -6034.90515

PM7_Electronic_Energy_ev -59345.76619

PM7_Dipole_Debye 10.53902

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.839

PM7_LUMO_Energy_ev -0.968

PM7_COSMO_Area_square_ang 452.86

PM7_COSMO_Volue_cubic_ang 600.05

PM7_Electron_Affinity_ev 0.968

PM7_Ionization_Energy_ev 8.839

PM7_Energy_Gap_ev 7.871

PM7_Global_Hardness_ev 3.9355

PM7_Global_Softness_ev 0.25409731927328166

PM7_Chemical_Potential_ev -4.9035

PM7_Electronigativity_ev 4.9035

PM7_Back_Donation_Energy_ev -0.983875

PM7_Electrophilicity_ev 3.0547976432473636

OPENEYE_Name ~{O}5-[(1~{S},3~{S})-1-benzylpyrrolidin-3-yl] ~{O}3-methyl (4~{S})-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

SMILES c1ccc(cc1)CN2CCC(C2)OC(=O)C3=C(NC(=C(C3c4cccc(c4)[N+](=O)[O-])C(=O)OC)C)C

Canonical_SMILES COC(=O)C1=C(C)NC(=C([C@H]1c1cccc(c1)[N](=O)O)C(=O)O[C@H]1CCN(C1)Cc1ccccc1)C

InChI 1/C27H29N3O6/c1-17-23(26(31)35-3)25(20-10-7-11-21(14-20)30(33)34)24(18(2)28-17)27(32)36-22-12-13-29(16-22)15-19-8-5-4-6-9-19/h4-11,14,22,25,28H,12-13,15-16H2,1-3H3

InChI_3D 1S/C27H30N3O6/c1-17-23(26(31)35-3)25(20-10-7-11-21(14-20)30(33)34)24(18(2)28-17)27(32)36-22-12-13-29(16-22)15-19-8-5-4-6-9-19/h4-11,14,22,25,28H,12-13,15-16H2,1-3H3,(H,33,34)/t22-,25-/m0/s1

AuxInfo 1/0/N:25,24,26,1,2,3,4,6,7,5,8,19,20,9,27,21,16,15,11,10,12,23,14,13,22,18,17,28,29,30,33,32,31,34,36,35/E:(5,6)(8,9)(33,34)/CRV:30.5/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;d8s9;;;d13;d14;s13;s14;;s19;;s10s13s14;s19s21;s15;s16;;s11;s15s16;s20s21s27;s12;s30;d17;d18;d30;s17s23;s18s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s20;s21;s21;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s28;/rC:-2.0125,-7.319,0;-1.34,-6.5789,0;-2.991,-7.1123,0;2.7542,-1.9343,0;2.1088,-1.1704,0;-1.649,-5.6224,0;-3.3,-6.1557,0;2.4109,-2.879,0;.7802,-2.2864,0;1.1236,-1.3417,0;-2.6306,-5.4059,0;1.4222,-3.0599,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.7328,-.0038,0;1.7328,-.0038,0;-4.1982,-2.1903,0;-4.1957,-3.1902,0;-2.6551,-2.6899,0;;-3.2456,-1.881,0;-2.3856,2.3732,0;1.735,2.0001,0;3.4648,-.0063,0;-2.938,-4.4544,0;0,2.0104,0;-3.2454,-3.5028,0;1.0806,-3.9997,0;1.7237,-4.7655,0;-2.5995,.495,0;1.7313,-1.0038,0;.0959,-4.1739,0;-1.7313,-1.0038,0;2.5995,.495,0;-1.8588,-7.7948,0;-.8512,-6.6844,0;-3.3256,-7.4837,0;3.2465,-1.8465,0;2.2796,-.7005,0;-1.3127,-5.2523,0;-3.7892,-6.0524,0;2.7336,-3.2609,0;.2876,-2.372,0;-4.3025,-1.7013,0;-4.6953,-2.2433,0;-4.693,-3.1382,0;-4.3004,-3.6791,0;-2.2832,-3.0241,0;-2.284,-2.3548,0;-.321,-.3833,0;-3.4493,-1.4243,0;-2.6343,1.9395,0;-2.1369,2.807,0;-2.8194,2.6219,0;1.4863,2.4339,0;1.9837,1.5664,0;2.1687,2.2489,0;3.2142,-.4389,0;3.7155,.4264,0;3.8975,-.2569,0;-2.4622,-4.3006,0;-3.4138,-4.6081,0;0,2.5104,0;

Duplicates DB09227_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09227_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09227_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09227_p0_t0.sdf

Formula	C₂₇H₂₉N₃O₆
MW	491.54
InChIKey	VXMOONUMYLCFJD-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	69
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	9
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.26
logP	4.5016
PSA	117.53
MR	141.356
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-110.03351
PM7_Total_Energy_ev	-6034.90515
PM7_Electronic_Energy_ev	-59345.76619
PM7_Dipole_Debye	10.53902
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.839
PM7_LUMO_Energy_ev	-0.968
PM7_COSMO_Area_square_ang	452.86
PM7_COSMO_Volue_cubic_ang	600.05
PM7_Electron_Affinity_ev	0.968
PM7_Ionization_Energy_ev	8.839
PM7_Energy_Gap_ev	7.871
PM7_Global_Hardness_ev	3.9355
PM7_Global_Softness_ev	0.25409731927328166
PM7_Chemical_Potential_ev	-4.9035
PM7_Electronigativity_ev	4.9035
PM7_Back_Donation_Energy_ev	-0.983875
PM7_Electrophilicity_ev	3.0547976432473636
OPENEYE_Name	~{O}5-[(1~{S},3~{S})-1-benzylpyrrolidin-3-yl] ~{O}3-methyl (4~{S})-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
SMILES	c1ccc(cc1)CN2CCC(C2)OC(=O)C3=C(NC(=C(C3c4cccc(c4)[N+](=O)[O-])C(=O)OC)C)C
Canonical_SMILES	COC(=O)C1=C(C)NC(=C([C@H]1c1cccc(c1)[N](=O)O)C(=O)O[C@H]1CCN(C1)Cc1ccccc1)C
InChI	1/C27H29N3O6/c1-17-23(26(31)35-3)25(20-10-7-11-21(14-20)30(33)34)24(18(2)28-17)27(32)36-22-12-13-29(16-22)15-19-8-5-4-6-9-19/h4-11,14,22,25,28H,12-13,15-16H2,1-3H3
InChI_3D	1S/C27H30N3O6/c1-17-23(26(31)35-3)25(20-10-7-11-21(14-20)30(33)34)24(18(2)28-17)27(32)36-22-12-13-29(16-22)15-19-8-5-4-6-9-19/h4-11,14,22,25,28H,12-13,15-16H2,1-3H3,(H,33,34)/t22-,25-/m0/s1
AuxInfo	1/0/N:25,24,26,1,2,3,4,6,7,5,8,19,20,9,27,21,16,15,11,10,12,23,14,13,22,18,17,28,29,30,33,32,31,34,36,35/E:(5,6)(8,9)(33,34)/CRV:30.5/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;d8s9;;;d13;d14;s13;s14;;s19;;s10s13s14;s19s21;s15;s16;;s11;s15s16;s20s21s27;s12;s30;d17;d18;d30;s17s23;s18s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s20;s21;s21;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s28;/rC:-2.0125,-7.319,0;-1.34,-6.5789,0;-2.991,-7.1123,0;2.7542,-1.9343,0;2.1088,-1.1704,0;-1.649,-5.6224,0;-3.3,-6.1557,0;2.4109,-2.879,0;.7802,-2.2864,0;1.1236,-1.3417,0;-2.6306,-5.4059,0;1.4222,-3.0599,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.7328,-.0038,0;1.7328,-.0038,0;-4.1982,-2.1903,0;-4.1957,-3.1902,0;-2.6551,-2.6899,0;;-3.2456,-1.881,0;-2.3856,2.3732,0;1.735,2.0001,0;3.4648,-.0063,0;-2.938,-4.4544,0;0,2.0104,0;-3.2454,-3.5028,0;1.0806,-3.9997,0;1.7237,-4.7655,0;-2.5995,.495,0;1.7313,-1.0038,0;.0959,-4.1739,0;-1.7313,-1.0038,0;2.5995,.495,0;-1.8588,-7.7948,0;-.8512,-6.6844,0;-3.3256,-7.4837,0;3.2465,-1.8465,0;2.2796,-.7005,0;-1.3127,-5.2523,0;-3.7892,-6.0524,0;2.7336,-3.2609,0;.2876,-2.372,0;-4.3025,-1.7013,0;-4.6953,-2.2433,0;-4.693,-3.1382,0;-4.3004,-3.6791,0;-2.2832,-3.0241,0;-2.284,-2.3548,0;-.321,-.3833,0;-3.4493,-1.4243,0;-2.6343,1.9395,0;-2.1369,2.807,0;-2.8194,2.6219,0;1.4863,2.4339,0;1.9837,1.5664,0;2.1687,2.2489,0;3.2142,-.4389,0;3.7155,.4264,0;3.8975,-.2569,0;-2.4622,-4.3006,0;-3.4138,-4.6081,0;0,2.5104,0;
Duplicates	DB09227_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09227_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09227_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09227_p0_t0.sdf