CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192722 (2535145)

Formula C₃₃H₂₇N₃O₉

MW 609.59

InChIKey NBQNVENSMRLVHQ-XWQTZBKQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 45

Number_Rings 6

Number_Bonds 77

Rotat_Bonds 12

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 12

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP 4.41

logP 7.0718

PSA 166.01

MR 163.416

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -208.82915

PM7_Total_Energy_ev -7631.69054

PM7_Electronic_Energy_ev -74205.35182

PM7_Dipole_Debye 4.55493

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.973

PM7_LUMO_Energy_ev -0.891

PM7_COSMO_Area_square_ang 595.09

PM7_COSMO_Volue_cubic_ang 688.58

PM7_Electron_Affinity_ev 0.891

PM7_Ionization_Energy_ev 7.973

PM7_Energy_Gap_ev 7.082

PM7_Global_Hardness_ev 3.541

PM7_Global_Softness_ev 0.2824060999717594

PM7_Chemical_Potential_ev -4.432

PM7_Electronigativity_ev 4.432

PM7_Back_Donation_Energy_ev -0.88525

PM7_Electrophilicity_ev 2.77359841852584

OPENEYE_Name ethyl 3,6-bis[(5-methylfuran-2-carbonyl)amino]-2-(5-methylfuran-2-carbonyl)oxy-9~{H}-carbazole-1-carboxylate

SMILES c1cc(cc2c1[nH]c3c2cc(c(c3C(=O)OCC)OC(=O)c4ccc(o4)C)NC(=O)c5ccc(o5)C)NC(=O)c6ccc(o6)C

Canonical_SMILES CCOC(=O)c1c(OC(=O)c2ccc(o2)C)c(NC(=O)c2ccc(o2)C)cc2c1[nH]c1c2cc(cc1)NC(=O)c1ccc(o1)C

InChI 1/C33H27N3O9/c1-5-41-33(40)27-28-21(20-14-19(9-10-22(20)35-28)34-30(37)24-11-6-16(2)42-24)15-23(36-31(38)25-12-7-17(3)43-25)29(27)45-32(39)26-13-8-18(4)44-26/h6-15,35H,5H2,1-4H3,(H,34,37)(H,36,38)/f/h34,36H

InChI_3D 1S/C33H27N3O9/c1-5-41-33(40)27-28-21(20-14-19(9-10-22(20)35-28)34-30(37)24-11-6-16(2)42-24)15-23(36-31(38)25-12-7-17(3)43-25)29(27)45-32(39)26-13-8-18(4)44-26/h6-15,35H,5H2,1-4H3,(H,34,37)(H,36,38)

AuxInfo 1/1/N:32,29,30,31,33,6,7,8,2,1,3,4,5,9,10,22,23,24,16,11,12,14,17,19,20,21,13,15,18,26,27,28,25,35,34,36,38,39,40,37,45,41,42,43,44/F:m/rA:72nCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s3;s4;s5;;;s9;d10s11;;s1d11;s12d13;s2d9;s10;s13d17;d3;d4;d5;d6;d7;d8;s13;s19;s20;s21;s22;s23;s24;;s32;s14s15;s16s26;s17s27;d25;d26;d27;d28;s19s22;s20s23;s21s24;s18s28;s25s33;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s29;s29;s29;s30;s30;s30;s31;s31;s31;s32;s32;s32;s33;s33;s34;s35;s36;/rC:.6786,.7423,0;;-1.8119,-3.2025,0;6.6247,-3.3347,0;8.7128,.6841,0;-2.6819,-3.6986,0;7.0239,-4.2532,0;9.7079,.571,0;1.2916,-1.175,0;3.631,-1.1862,0;1.9631,-.4291,0;2.9631,-.4326,0;4.2719,.7349,0;1.6566,.5296,0;3.2835,.528,0;.3065,-.9587,0;4.6229,-.9863,0;4.9434,-.0258,0;-2.0172,-2.2238,0;5.6296,-3.433,0;8.3008,-.227,0;-3.4242,-3.0263,0;6.2753,-4.9186,0;9.9102,-.4099,0;4.5871,1.6839,0;-1.3438,-1.4845,0;4.9673,-2.6838,0;7.3208,-.4262,0;-4.4032,-3.2304,0;6.3725,-5.9138,0;10.8209,-.8231,0;4.5531,4.3295,0;4.2379,3.3804,0;2.4666,1.122,0;-.3669,-1.698,0;5.2851,-1.7356,0;5.5665,1.8855,0;-1.6474,-.5317,0;3.9873,-2.8826,0;7.0034,-1.3745,0;-3.0111,-2.1106,0;5.4096,-4.409,0;9.0362,-.9052,0;6.6583,.3228,0;3.9227,2.4314,0;.527,1.2188,0;-.4884,.107,0;-1.3559,-3.4076,0;6.8779,-2.9036,0;8.4659,1.1189,0;-2.7362,-4.1956,0;7.5122,-4.3609,0;10.0452,.9401,0;1.4445,-1.651,0;3.4721,-1.6603,0;-4.5052,-2.7409,0;-4.3011,-3.7198,0;-4.8927,-3.3324,0;5.8748,-5.9624,0;6.8701,-5.8653,0;6.421,-6.4115,0;10.6143,-1.2784,0;11.0275,-.3678,0;11.2762,-1.0297,0;4.0785,4.4871,0;5.0276,4.1719,0;4.7106,4.804,0;4.7124,3.2229,0;3.7634,3.538,0;2.4659,1.622,0;-.2151,-2.1744,0;5.7752,-1.6362,0;

Duplicates CHEMBL5192722

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192500-0005192749/CHEMBL5192722.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192500-0005192749/CHEMBL5192722.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192500-0005192749/CHEMBL5192722.sdf

Formula	C₃₃H₂₇N₃O₉
MW	609.59
InChIKey	NBQNVENSMRLVHQ-XWQTZBKQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	45
Number_Rings	6
Number_Bonds	77
Rotat_Bonds	12
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	12
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	4.41
logP	7.0718
PSA	166.01
MR	163.416
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-208.82915
PM7_Total_Energy_ev	-7631.69054
PM7_Electronic_Energy_ev	-74205.35182
PM7_Dipole_Debye	4.55493
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.973
PM7_LUMO_Energy_ev	-0.891
PM7_COSMO_Area_square_ang	595.09
PM7_COSMO_Volue_cubic_ang	688.58
PM7_Electron_Affinity_ev	0.891
PM7_Ionization_Energy_ev	7.973
PM7_Energy_Gap_ev	7.082
PM7_Global_Hardness_ev	3.541
PM7_Global_Softness_ev	0.2824060999717594
PM7_Chemical_Potential_ev	-4.432
PM7_Electronigativity_ev	4.432
PM7_Back_Donation_Energy_ev	-0.88525
PM7_Electrophilicity_ev	2.77359841852584
OPENEYE_Name	ethyl 3,6-bis[(5-methylfuran-2-carbonyl)amino]-2-(5-methylfuran-2-carbonyl)oxy-9~{H}-carbazole-1-carboxylate
SMILES	c1cc(cc2c1[nH]c3c2cc(c(c3C(=O)OCC)OC(=O)c4ccc(o4)C)NC(=O)c5ccc(o5)C)NC(=O)c6ccc(o6)C
Canonical_SMILES	CCOC(=O)c1c(OC(=O)c2ccc(o2)C)c(NC(=O)c2ccc(o2)C)cc2c1[nH]c1c2cc(cc1)NC(=O)c1ccc(o1)C
InChI	1/C33H27N3O9/c1-5-41-33(40)27-28-21(20-14-19(9-10-22(20)35-28)34-30(37)24-11-6-16(2)42-24)15-23(36-31(38)25-12-7-17(3)43-25)29(27)45-32(39)26-13-8-18(4)44-26/h6-15,35H,5H2,1-4H3,(H,34,37)(H,36,38)/f/h34,36H
InChI_3D	1S/C33H27N3O9/c1-5-41-33(40)27-28-21(20-14-19(9-10-22(20)35-28)34-30(37)24-11-6-16(2)42-24)15-23(36-31(38)25-12-7-17(3)43-25)29(27)45-32(39)26-13-8-18(4)44-26/h6-15,35H,5H2,1-4H3,(H,34,37)(H,36,38)
AuxInfo	1/1/N:32,29,30,31,33,6,7,8,2,1,3,4,5,9,10,22,23,24,16,11,12,14,17,19,20,21,13,15,18,26,27,28,25,35,34,36,38,39,40,37,45,41,42,43,44/F:m/rA:72nCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s3;s4;s5;;;s9;d10s11;;s1d11;s12d13;s2d9;s10;s13d17;d3;d4;d5;d6;d7;d8;s13;s19;s20;s21;s22;s23;s24;;s32;s14s15;s16s26;s17s27;d25;d26;d27;d28;s19s22;s20s23;s21s24;s18s28;s25s33;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s29;s29;s29;s30;s30;s30;s31;s31;s31;s32;s32;s32;s33;s33;s34;s35;s36;/rC:.6786,.7423,0;;-1.8119,-3.2025,0;6.6247,-3.3347,0;8.7128,.6841,0;-2.6819,-3.6986,0;7.0239,-4.2532,0;9.7079,.571,0;1.2916,-1.175,0;3.631,-1.1862,0;1.9631,-.4291,0;2.9631,-.4326,0;4.2719,.7349,0;1.6566,.5296,0;3.2835,.528,0;.3065,-.9587,0;4.6229,-.9863,0;4.9434,-.0258,0;-2.0172,-2.2238,0;5.6296,-3.433,0;8.3008,-.227,0;-3.4242,-3.0263,0;6.2753,-4.9186,0;9.9102,-.4099,0;4.5871,1.6839,0;-1.3438,-1.4845,0;4.9673,-2.6838,0;7.3208,-.4262,0;-4.4032,-3.2304,0;6.3725,-5.9138,0;10.8209,-.8231,0;4.5531,4.3295,0;4.2379,3.3804,0;2.4666,1.122,0;-.3669,-1.698,0;5.2851,-1.7356,0;5.5665,1.8855,0;-1.6474,-.5317,0;3.9873,-2.8826,0;7.0034,-1.3745,0;-3.0111,-2.1106,0;5.4096,-4.409,0;9.0362,-.9052,0;6.6583,.3228,0;3.9227,2.4314,0;.527,1.2188,0;-.4884,.107,0;-1.3559,-3.4076,0;6.8779,-2.9036,0;8.4659,1.1189,0;-2.7362,-4.1956,0;7.5122,-4.3609,0;10.0452,.9401,0;1.4445,-1.651,0;3.4721,-1.6603,0;-4.5052,-2.7409,0;-4.3011,-3.7198,0;-4.8927,-3.3324,0;5.8748,-5.9624,0;6.8701,-5.8653,0;6.421,-6.4115,0;10.6143,-1.2784,0;11.0275,-.3678,0;11.2762,-1.0297,0;4.0785,4.4871,0;5.0276,4.1719,0;4.7106,4.804,0;4.7124,3.2229,0;3.7634,3.538,0;2.4659,1.622,0;-.2151,-2.1744,0;5.7752,-1.6362,0;
Duplicates	CHEMBL5192722
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192500-0005192749/CHEMBL5192722.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192500-0005192749/CHEMBL5192722.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192500-0005192749/CHEMBL5192722.sdf