CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07265 (6674)

Formula C₂₃H₁₆N₂O₅

MW 400.39

InChIKey JDARUOOLJCFUOY-LVDDXYSHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 30

Number_Rings 5

Number_Bonds 50

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.08

logP 3.2813

PSA 112.39

MR 115.134

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -111.40248

PM7_Total_Energy_ev -4889.56464

PM7_Electronic_Energy_ev -39345.43288

PM7_Dipole_Debye 3.30203

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.657

PM7_LUMO_Energy_ev -1.639

PM7_COSMO_Area_square_ang 384.56

PM7_COSMO_Volue_cubic_ang 444.57

PM7_Electron_Affinity_ev 1.639

PM7_Ionization_Energy_ev 8.657

PM7_Energy_Gap_ev 7.018

PM7_Global_Hardness_ev 3.509

PM7_Global_Softness_ev 0.28498147620404674

PM7_Chemical_Potential_ev -5.148

PM7_Electronigativity_ev 5.148

PM7_Back_Donation_Energy_ev -0.87725

PM7_Electrophilicity_ev 3.7762758620689656

OPENEYE_Name 3-(9-hydroxy-1,3-dioxo-4-phenyl-pyrrolo[3,4-c]carbazol-6-yl)propanoic acid

SMILES c1ccc(cc1)c2cc3c(c4cc(ccc4n3CCC(=O)O)O)c5c2C(=O)NC5=O

Canonical_SMILES OC(=O)CCn1c2ccc(cc2c2c1cc(c1ccccc1)c1c2c(=O)[nH]c1=O)O

InChI 1/C23H16N2O5/c26-13-6-7-16-15(10-13)19-17(25(16)9-8-18(27)28)11-14(12-4-2-1-3-5-12)20-21(19)23(30)24-22(20)29/h1-7,10-11,26H,8-9H2,(H,27,28)(H,24,29,30)/f/h24,27H

InChI_3D 1S/C23H16N2O5/c26-13-6-7-16-15(10-13)19-17(25(16)9-8-18(27)28)11-14(12-4-2-1-3-5-12)20-21(19)23(30)24-22(20)29/h1-7,10-11,26H,8-9H2,(H,27,28)(H,24,29,30)

AuxInfo 1/1/N:1,2,3,4,5,7,6,22,23,8,9,12,18,13,10,16,17,21,11,15,14,20,19,25,24,29,28,30,27,26/E:(2,3)(4,5)(27,28)/F:1,2,3,4,5,7,6,22,23,8,9,12,18,13,10,16,17,21,11,15,14,20,19,25,24,29,30,28,27,26/E:(2,3)(4,5)/rA:46nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;;s8;s10;d4s5;d9s12;s11;s13d14;s6d10;s9d11;s7d8;s14;s15;;s21;s22;s16s17s23;s19s20;d19;d20;d21;s18;s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s22;s22;s23;s23;s25;s29;s30;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.6092,7.7566,0;1.0214,8.5656,0;-.3799,7.5476,0;.866,4.2604,0;.2079,6.7385,0;0,5.7604,0;0,2.0104,0;0,3.7604,0;-.866,5.2604,0;-.866,4.2604,0;1.2024,6.8431,0;.866,5.2604,0;.0269,8.4611,0;-1.8171,5.5694,0;-1.8171,3.9514,0;4.5436,5.3058,0;3.5655,5.5137,0;2.5873,5.7216,0;1.6092,5.9295,0;-2.4049,4.7604,0;-2.1261,6.5205,0;-2.1261,3.0003,0;4.8526,4.3547,0;-.5609,9.2701,0;5.2127,6.0489,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.1064,7.8089,0;1.2248,9.0224,0;-.8771,7.4953,0;1.299,4.0104,0;3.4615,5.0246,0;3.6694,6.0028,0;2.4834,5.2325,0;2.6913,6.2107,0;-2.9049,4.7604,0;-1.0582,9.2179,0;5.7018,5.945,0;

Duplicates DB07265

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07265.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07265.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07265.sdf

Formula	C₂₃H₁₆N₂O₅
MW	400.39
InChIKey	JDARUOOLJCFUOY-LVDDXYSHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	30
Number_Rings	5
Number_Bonds	50
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.08
logP	3.2813
PSA	112.39
MR	115.134
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-111.40248
PM7_Total_Energy_ev	-4889.56464
PM7_Electronic_Energy_ev	-39345.43288
PM7_Dipole_Debye	3.30203
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.657
PM7_LUMO_Energy_ev	-1.639
PM7_COSMO_Area_square_ang	384.56
PM7_COSMO_Volue_cubic_ang	444.57
PM7_Electron_Affinity_ev	1.639
PM7_Ionization_Energy_ev	8.657
PM7_Energy_Gap_ev	7.018
PM7_Global_Hardness_ev	3.509
PM7_Global_Softness_ev	0.28498147620404674
PM7_Chemical_Potential_ev	-5.148
PM7_Electronigativity_ev	5.148
PM7_Back_Donation_Energy_ev	-0.87725
PM7_Electrophilicity_ev	3.7762758620689656
OPENEYE_Name	3-(9-hydroxy-1,3-dioxo-4-phenyl-pyrrolo[3,4-c]carbazol-6-yl)propanoic acid
SMILES	c1ccc(cc1)c2cc3c(c4cc(ccc4n3CCC(=O)O)O)c5c2C(=O)NC5=O
Canonical_SMILES	OC(=O)CCn1c2ccc(cc2c2c1cc(c1ccccc1)c1c2c(=O)[nH]c1=O)O
InChI	1/C23H16N2O5/c26-13-6-7-16-15(10-13)19-17(25(16)9-8-18(27)28)11-14(12-4-2-1-3-5-12)20-21(19)23(30)24-22(20)29/h1-7,10-11,26H,8-9H2,(H,27,28)(H,24,29,30)/f/h24,27H
InChI_3D	1S/C23H16N2O5/c26-13-6-7-16-15(10-13)19-17(25(16)9-8-18(27)28)11-14(12-4-2-1-3-5-12)20-21(19)23(30)24-22(20)29/h1-7,10-11,26H,8-9H2,(H,27,28)(H,24,29,30)
AuxInfo	1/1/N:1,2,3,4,5,7,6,22,23,8,9,12,18,13,10,16,17,21,11,15,14,20,19,25,24,29,28,30,27,26/E:(2,3)(4,5)(27,28)/F:1,2,3,4,5,7,6,22,23,8,9,12,18,13,10,16,17,21,11,15,14,20,19,25,24,29,30,28,27,26/E:(2,3)(4,5)/rA:46nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;;s8;s10;d4s5;d9s12;s11;s13d14;s6d10;s9d11;s7d8;s14;s15;;s21;s22;s16s17s23;s19s20;d19;d20;d21;s18;s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s22;s22;s23;s23;s25;s29;s30;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.6092,7.7566,0;1.0214,8.5656,0;-.3799,7.5476,0;.866,4.2604,0;.2079,6.7385,0;0,5.7604,0;0,2.0104,0;0,3.7604,0;-.866,5.2604,0;-.866,4.2604,0;1.2024,6.8431,0;.866,5.2604,0;.0269,8.4611,0;-1.8171,5.5694,0;-1.8171,3.9514,0;4.5436,5.3058,0;3.5655,5.5137,0;2.5873,5.7216,0;1.6092,5.9295,0;-2.4049,4.7604,0;-2.1261,6.5205,0;-2.1261,3.0003,0;4.8526,4.3547,0;-.5609,9.2701,0;5.2127,6.0489,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.1064,7.8089,0;1.2248,9.0224,0;-.8771,7.4953,0;1.299,4.0104,0;3.4615,5.0246,0;3.6694,6.0028,0;2.4834,5.2325,0;2.6913,6.2107,0;-2.9049,4.7604,0;-1.0582,9.2179,0;5.7018,5.945,0;
Duplicates	DB07265
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07265.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07265.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07265.sdf