CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06955 (6287)

Formula C₂₂H₁₃Cl₂N₃O₄

MW 454.27

InChIKey OAMCCJASDLMTOO-XYULLFFJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 31

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 0.04

logP 6.0145

PSA 121.97

MR 119.317

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -70.00247

PM7_Total_Energy_ev -5150.56527

PM7_Electronic_Energy_ev -42984.44245

PM7_Dipole_Debye 3.80287

PM7_Point_Group Cs

PM7_HOMO_Energy_ev -8.612

PM7_LUMO_Energy_ev -1.017

PM7_COSMO_Area_square_ang 394.37

PM7_COSMO_Volue_cubic_ang 479.13

PM7_Electron_Affinity_ev 1.017

PM7_Ionization_Energy_ev 8.612

PM7_Energy_Gap_ev 7.595

PM7_Global_Hardness_ev 3.7975

PM7_Global_Softness_ev 0.2633311389071758

PM7_Chemical_Potential_ev -4.8145

PM7_Electronigativity_ev 4.8145

PM7_Back_Donation_Energy_ev -0.949375

PM7_Electrophilicity_ev 3.051930250164582

OPENEYE_Name 3,4-bis(7-chloro-1~{H}-indol-3-yl)-1~{H}-pyrrole-2,5-dicarboxylic acid

SMILES c1cc2c(c[nH]c2c(c1)Cl)c3c(c([nH]c3C(=O)O)C(=O)O)c4c[nH]c5c4cccc5Cl

Canonical_SMILES OC(=O)c1[nH]c(c(c1c1c[nH]c2c1cccc2Cl)c1c[nH]c2c1cccc2Cl)C(=O)O

InChI 1/C22H13Cl2N3O4/c23-13-5-1-3-9-11(7-25-17(9)13)15-16(20(22(30)31)27-19(15)21(28)29)12-8-26-18-10(12)4-2-6-14(18)24/h1-8,25-27H,(H,28,29)(H,30,31)/f/h28,30H

InChI_3D 1S/C22H13Cl2N3O4/c23-13-5-1-3-9-11(7-25-17(9)13)15-16(20(22(30)31)27-19(15)21(28)29)12-8-26-18-10(12)4-2-6-14(18)24/h1-8,25-27H,(H,28,29)(H,30,31)

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,17,18,13,14,15,16,19,20,21,22,30,31,23,24,25,26,28,27,29/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)(25,26)(28,29,30,31)/gE:(1,2)/F:1,2,3,4,5,6,7,8,9,10,11,12,17,18,13,14,15,16,19,20,21,22,30,31,23,24,25,28,26,29,27/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)(25,26)(28,30)(29,31)/rA:44nCCCCCCCCCCCCCCCCCCCCCCNNNOOOOClClHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;;;s3;s4;d7s9;d8s10;s11;s12s13;d9;d10;d5s15;d6s16;d13;d14;s19;s20;s7s15;s8s16;s19s20;d21;d22;s21;s22;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s23;s24;s25;s28;s29;/rC:;7.9652,-2.5903,0;.868,-.4978,0;6.9704,-2.4826,0;0,1.0058,0;8.5566,-1.7767,0;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;.868,1.5138,0;8.1532,-.8554,0;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;.868,2.5138,0;8.7411,-.0465,0;-.4327,-.2506,0;8.1679,-3.0474,0;.8677,-.9978,0;6.6767,-2.8872,0;-.4337,1.2545,0;9.0537,-1.8305,0;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 DB06955

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06955.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06955.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06955.sdf

Formula	C₂₂H₁₃Cl₂N₃O₄
MW	454.27
InChIKey	OAMCCJASDLMTOO-XYULLFFJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	31
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	0.04
logP	6.0145
PSA	121.97
MR	119.317
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-70.00247
PM7_Total_Energy_ev	-5150.56527
PM7_Electronic_Energy_ev	-42984.44245
PM7_Dipole_Debye	3.80287
PM7_Point_Group	Cs
PM7_HOMO_Energy_ev	-8.612
PM7_LUMO_Energy_ev	-1.017
PM7_COSMO_Area_square_ang	394.37
PM7_COSMO_Volue_cubic_ang	479.13
PM7_Electron_Affinity_ev	1.017
PM7_Ionization_Energy_ev	8.612
PM7_Energy_Gap_ev	7.595
PM7_Global_Hardness_ev	3.7975
PM7_Global_Softness_ev	0.2633311389071758
PM7_Chemical_Potential_ev	-4.8145
PM7_Electronigativity_ev	4.8145
PM7_Back_Donation_Energy_ev	-0.949375
PM7_Electrophilicity_ev	3.051930250164582
OPENEYE_Name	3,4-bis(7-chloro-1~{H}-indol-3-yl)-1~{H}-pyrrole-2,5-dicarboxylic acid
SMILES	c1cc2c(c[nH]c2c(c1)Cl)c3c(c([nH]c3C(=O)O)C(=O)O)c4c[nH]c5c4cccc5Cl
Canonical_SMILES	OC(=O)c1[nH]c(c(c1c1c[nH]c2c1cccc2Cl)c1c[nH]c2c1cccc2Cl)C(=O)O
InChI	1/C22H13Cl2N3O4/c23-13-5-1-3-9-11(7-25-17(9)13)15-16(20(22(30)31)27-19(15)21(28)29)12-8-26-18-10(12)4-2-6-14(18)24/h1-8,25-27H,(H,28,29)(H,30,31)/f/h28,30H
InChI_3D	1S/C22H13Cl2N3O4/c23-13-5-1-3-9-11(7-25-17(9)13)15-16(20(22(30)31)27-19(15)21(28)29)12-8-26-18-10(12)4-2-6-14(18)24/h1-8,25-27H,(H,28,29)(H,30,31)
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,17,18,13,14,15,16,19,20,21,22,30,31,23,24,25,26,28,27,29/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)(25,26)(28,29,30,31)/gE:(1,2)/F:1,2,3,4,5,6,7,8,9,10,11,12,17,18,13,14,15,16,19,20,21,22,30,31,23,24,25,28,26,29,27/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)(25,26)(28,30)(29,31)/rA:44nCCCCCCCCCCCCCCCCCCCCCCNNNOOOOClClHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;;;s3;s4;d7s9;d8s10;s11;s12s13;d9;d10;d5s15;d6s16;d13;d14;s19;s20;s7s15;s8s16;s19s20;d21;d22;s21;s22;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s23;s24;s25;s28;s29;/rC:;7.9652,-2.5903,0;.868,-.4978,0;6.9704,-2.4826,0;0,1.0058,0;8.5566,-1.7767,0;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;.868,1.5138,0;8.1532,-.8554,0;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;.868,2.5138,0;8.7411,-.0465,0;-.4327,-.2506,0;8.1679,-3.0474,0;.8677,-.9978,0;6.6767,-2.8872,0;-.4337,1.2545,0;9.0537,-1.8305,0;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	DB06955
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06955.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06955.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06955.sdf