CompChem-Database: compound details

CompChem-Database: details for selected entry

DB09227_p0_t1 (8883)

Formula C₂₇H₃₀N₃O₆

MW 492.55

InChIKey VXMOONUMYLCFJD-NWIFLSKTNA-O

Entry_Date 2023-09-01

Net_Charge 1

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 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 3.87

logP 4.8244

PSA 114.89

MR 143.899

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 27.65652

PM7_Total_Energy_ev -6042.30446

PM7_Electronic_Energy_ev -59318.43234

PM7_Dipole_Debye 15.91279

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.995

PM7_LUMO_Energy_ev -3.662

PM7_COSMO_Area_square_ang 460.71

PM7_COSMO_Volue_cubic_ang 602.13

PM7_Electron_Affinity_ev 3.662

PM7_Ionization_Energy_ev 10.995

PM7_Energy_Gap_ev 7.333

PM7_Global_Hardness_ev 3.6665

PM7_Global_Softness_ev 0.2727396699849993

PM7_Chemical_Potential_ev -7.3285

PM7_Electronigativity_ev 7.3285

PM7_Back_Donation_Energy_ev -0.916625

PM7_Electrophilicity_ev 7.324002761489159

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

SMILES c1ccc(cc1)C[NH+]2CCC(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]1CC[N@H+](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/p+1/fC27H30N3O6/h29H/q+1

InChI_3D 1S/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/p+1/t22-,25-/m0/s1

AuxInfo 1/1/N:25,24,26,1,2,3,4,6,7,5,8,19,20,9,27,21,16,15,11,10,12,23,14,13,22,18,17,28,30,29,32,31,33,34,36,35/E:(5,6)(8,9)(33,34)/F:m/E:m/CRV:30.5/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+OOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;d8s9;;;d13;d14;s13;s14;;s19;;s10s13s14;s19s21;s15;s16;;s11;s15s16;s12;s20s21s27;d17;d18;d29;d29;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;s30;/rC:-5.1917,-7.8471,0;-4.1966,-7.7478,0;-5.78,-7.0384,0;2.7542,-1.9343,0;2.1088,-1.1704,0;-3.7856,-6.8304,0;-5.369,-6.1211,0;2.4109,-2.879,0;.7802,-2.2864,0;1.1236,-1.3417,0;-4.3697,-6.0124,0;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;-3.9609,-5.0998,0;0,2.0104,0;1.0806,-3.9997,0;-3.2454,-3.5028,0;-2.5995,.495,0;1.7313,-1.0038,0;1.7237,-4.7655,0;.0959,-4.1739,0;-1.7313,-1.0038,0;2.5995,.495,0;-5.3961,-8.3034,0;-3.9043,-8.1534,0;-6.2773,-7.0902,0;3.2465,-1.8465,0;2.2796,-.7005,0;-3.2881,-6.7808,0;-5.6631,-5.7167,0;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;-3.5046,-5.3043,0;-4.4172,-4.8954,0;0,2.5104,0;-2.8126,-3.7532,0;

Duplicates DB09227_p0_t1;DB09227_p7_t0;DB09227_p7_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09227_p0_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09227_p0_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09227_p0_t1.sdf

Formula	C₂₇H₃₀N₃O₆
MW	492.55
InChIKey	VXMOONUMYLCFJD-NWIFLSKTNA-O
Entry_Date	2023-09-01
Net_Charge	1
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	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	3.87
logP	4.8244
PSA	114.89
MR	143.899
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	27.65652
PM7_Total_Energy_ev	-6042.30446
PM7_Electronic_Energy_ev	-59318.43234
PM7_Dipole_Debye	15.91279
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.995
PM7_LUMO_Energy_ev	-3.662
PM7_COSMO_Area_square_ang	460.71
PM7_COSMO_Volue_cubic_ang	602.13
PM7_Electron_Affinity_ev	3.662
PM7_Ionization_Energy_ev	10.995
PM7_Energy_Gap_ev	7.333
PM7_Global_Hardness_ev	3.6665
PM7_Global_Softness_ev	0.2727396699849993
PM7_Chemical_Potential_ev	-7.3285
PM7_Electronigativity_ev	7.3285
PM7_Back_Donation_Energy_ev	-0.916625
PM7_Electrophilicity_ev	7.324002761489159
OPENEYE_Name	~{O}5-[(1~{S},3~{S})-1-benzylpyrrolidin-1-ium-3-yl] ~{O}3-methyl (4~{S})-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
SMILES	c1ccc(cc1)C[NH+]2CCC(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]1CC[N@H+](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/p+1/fC27H30N3O6/h29H/q+1
InChI_3D	1S/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/p+1/t22-,25-/m0/s1
AuxInfo	1/1/N:25,24,26,1,2,3,4,6,7,5,8,19,20,9,27,21,16,15,11,10,12,23,14,13,22,18,17,28,30,29,32,31,33,34,36,35/E:(5,6)(8,9)(33,34)/F:m/E:m/CRV:30.5/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+OOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;d8s9;;;d13;d14;s13;s14;;s19;;s10s13s14;s19s21;s15;s16;;s11;s15s16;s12;s20s21s27;d17;d18;d29;d29;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;s30;/rC:-5.1917,-7.8471,0;-4.1966,-7.7478,0;-5.78,-7.0384,0;2.7542,-1.9343,0;2.1088,-1.1704,0;-3.7856,-6.8304,0;-5.369,-6.1211,0;2.4109,-2.879,0;.7802,-2.2864,0;1.1236,-1.3417,0;-4.3697,-6.0124,0;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;-3.9609,-5.0998,0;0,2.0104,0;1.0806,-3.9997,0;-3.2454,-3.5028,0;-2.5995,.495,0;1.7313,-1.0038,0;1.7237,-4.7655,0;.0959,-4.1739,0;-1.7313,-1.0038,0;2.5995,.495,0;-5.3961,-8.3034,0;-3.9043,-8.1534,0;-6.2773,-7.0902,0;3.2465,-1.8465,0;2.2796,-.7005,0;-3.2881,-6.7808,0;-5.6631,-5.7167,0;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;-3.5046,-5.3043,0;-4.4172,-4.8954,0;0,2.5104,0;-2.8126,-3.7532,0;
Duplicates	DB09227_p0_t1;DB09227_p7_t0;DB09227_p7_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09227_p0_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09227_p0_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09227_p0_t1.sdf