CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07588 (7055)

Formula C₂₂H₁₅N₃O₄

MW 385.38

InChIKey FZDVNXHYGMEEDT-SKKVRFOWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 48

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 7

HB_Donor 5

HB_Acceptor 4

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -1.2

logP 4.7077

PSA 121.97

MR 109.297

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -50.9466

PM7_Total_Energy_ev -4643.47542

PM7_Electronic_Energy_ev -38363.73313

PM7_Dipole_Debye 3.12297

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.285

PM7_LUMO_Energy_ev -0.833

PM7_COSMO_Area_square_ang 353.17

PM7_COSMO_Volue_cubic_ang 432.8

PM7_Electron_Affinity_ev 0.833

PM7_Ionization_Energy_ev 8.285

PM7_Energy_Gap_ev 7.452

PM7_Global_Hardness_ev 3.726

PM7_Global_Softness_ev 0.2683843263553409

PM7_Chemical_Potential_ev -4.559

PM7_Electronigativity_ev 4.559

PM7_Back_Donation_Energy_ev -0.9315

PM7_Electrophilicity_ev 2.7891144659151905

OPENEYE_Name 3,4-bis(1~{H}-indol-3-yl)-1~{H}-pyrrole-2,5-dicarboxylic acid

SMILES c1ccc2c(c1)c(c[nH]2)c3c(c([nH]c3C(=O)O)C(=O)O)c4c[nH]c5c4cccc5

Canonical_SMILES OC(=O)c1[nH]c(c(c1c1c[nH]c2c1cccc2)c1c[nH]c2c1cccc2)C(=O)O

InChI 1/C22H15N3O4/c26-21(27)19-17(13-9-23-15-7-3-1-5-11(13)15)18(20(25-19)22(28)29)14-10-24-16-8-4-2-6-12(14)16/h1-10,23-25H,(H,26,27)(H,28,29)/f/h26,28H

InChI_3D 1S/C22H15N3O4/c26-21(27)19-17(13-9-23-15-7-3-1-5-11(13)15)18(20(25-19)22(28)29)14-10-24-16-8-4-2-6-12(14)16/h1-10,23-25H,(H,26,27)(H,28,29)

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,13,14,17,18,15,16,19,20,21,22,23,24,25,26,28,27,29/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(26,27,28,29)/gE:(1,2)/F:1,2,3,4,5,6,7,8,9,10,11,12,13,14,17,18,15,16,19,20,21,22,23,24,25,28,26,29,27/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(26,28)(27,29)/rA:44nCCCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;;d5;d6;d9s11;d10s12;s13;s14s15;d7s11;d8s12;d15;d16;s19;s20;s9s17;s10s18;s19s20;d21;d22;s21;s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s23;s24;s25;s28;s29;/rC:;7.9652,-2.5903,0;0,1.0058,0;8.5566,-1.7767,0;.868,-.4978,0;6.9704,-2.4826,0;.868,1.5138,0;8.1532,-.8554,0;3.2858,.5023,0;5.6027,-.2521,0;1.736,-.0012,0;6.5603,-1.5706,0;2.6938,-.3125,0;5.6025,-1.2592,0;3.2345,-1.9769,0;4.1866,-2.2877,0;1.736,1.0058,0;7.1524,-.756,0;2.6478,-2.7866,0;4.1876,-3.2892,0;.8978,-2.7835,0;5.6034,-4.3178,0;2.6938,1.3169,0;6.5605,.0588,0;3.2319,-3.5987,0;.3993,-1.9166,0;6.517,-3.911,0;.3962,-3.6486,0;5.4989,-5.3123,0;-.4327,-.2506,0;8.1679,-3.0474,0;-.4337,1.2545,0;9.0537,-1.8305,0;.8677,-.9978,0;6.6767,-2.8872,0;.868,2.0138,0;8.4471,-.451,0;3.7858,.5023,0;5.1983,.0419,0;2.8483,1.7924,0;6.7151,.5343,0;3.076,-4.0738,0;-.1038,-3.6477,0;5.9035,-5.6062,0;

Duplicates DB07588

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07588.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07588.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07588.sdf

Formula	C₂₂H₁₅N₃O₄
MW	385.38
InChIKey	FZDVNXHYGMEEDT-SKKVRFOWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	48
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	7
HB_Donor	5
HB_Acceptor	4
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-1.2
logP	4.7077
PSA	121.97
MR	109.297
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-50.9466
PM7_Total_Energy_ev	-4643.47542
PM7_Electronic_Energy_ev	-38363.73313
PM7_Dipole_Debye	3.12297
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.285
PM7_LUMO_Energy_ev	-0.833
PM7_COSMO_Area_square_ang	353.17
PM7_COSMO_Volue_cubic_ang	432.8
PM7_Electron_Affinity_ev	0.833
PM7_Ionization_Energy_ev	8.285
PM7_Energy_Gap_ev	7.452
PM7_Global_Hardness_ev	3.726
PM7_Global_Softness_ev	0.2683843263553409
PM7_Chemical_Potential_ev	-4.559
PM7_Electronigativity_ev	4.559
PM7_Back_Donation_Energy_ev	-0.9315
PM7_Electrophilicity_ev	2.7891144659151905
OPENEYE_Name	3,4-bis(1~{H}-indol-3-yl)-1~{H}-pyrrole-2,5-dicarboxylic acid
SMILES	c1ccc2c(c1)c(c[nH]2)c3c(c([nH]c3C(=O)O)C(=O)O)c4c[nH]c5c4cccc5
Canonical_SMILES	OC(=O)c1[nH]c(c(c1c1c[nH]c2c1cccc2)c1c[nH]c2c1cccc2)C(=O)O
InChI	1/C22H15N3O4/c26-21(27)19-17(13-9-23-15-7-3-1-5-11(13)15)18(20(25-19)22(28)29)14-10-24-16-8-4-2-6-12(14)16/h1-10,23-25H,(H,26,27)(H,28,29)/f/h26,28H
InChI_3D	1S/C22H15N3O4/c26-21(27)19-17(13-9-23-15-7-3-1-5-11(13)15)18(20(25-19)22(28)29)14-10-24-16-8-4-2-6-12(14)16/h1-10,23-25H,(H,26,27)(H,28,29)
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,13,14,17,18,15,16,19,20,21,22,23,24,25,26,28,27,29/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(26,27,28,29)/gE:(1,2)/F:1,2,3,4,5,6,7,8,9,10,11,12,13,14,17,18,15,16,19,20,21,22,23,24,25,28,26,29,27/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(26,28)(27,29)/rA:44nCCCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;;d5;d6;d9s11;d10s12;s13;s14s15;d7s11;d8s12;d15;d16;s19;s20;s9s17;s10s18;s19s20;d21;d22;s21;s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s23;s24;s25;s28;s29;/rC:;7.9652,-2.5903,0;0,1.0058,0;8.5566,-1.7767,0;.868,-.4978,0;6.9704,-2.4826,0;.868,1.5138,0;8.1532,-.8554,0;3.2858,.5023,0;5.6027,-.2521,0;1.736,-.0012,0;6.5603,-1.5706,0;2.6938,-.3125,0;5.6025,-1.2592,0;3.2345,-1.9769,0;4.1866,-2.2877,0;1.736,1.0058,0;7.1524,-.756,0;2.6478,-2.7866,0;4.1876,-3.2892,0;.8978,-2.7835,0;5.6034,-4.3178,0;2.6938,1.3169,0;6.5605,.0588,0;3.2319,-3.5987,0;.3993,-1.9166,0;6.517,-3.911,0;.3962,-3.6486,0;5.4989,-5.3123,0;-.4327,-.2506,0;8.1679,-3.0474,0;-.4337,1.2545,0;9.0537,-1.8305,0;.8677,-.9978,0;6.6767,-2.8872,0;.868,2.0138,0;8.4471,-.451,0;3.7858,.5023,0;5.1983,.0419,0;2.8483,1.7924,0;6.7151,.5343,0;3.076,-4.0738,0;-.1038,-3.6477,0;5.9035,-5.6062,0;
Duplicates	DB07588
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07588.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07588.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07588.sdf