CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108693 (9311)

Formula C₂₇H₂₅N₅O₄

MW 483.53

InChIKey JGGRRPJUGFVMKY-KMZMRBKQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 65

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 9

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.12

logP 3.7573

PSA 127.42

MR 141.167

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -68.73858

PM7_Total_Energy_ev -5765.85583

PM7_Electronic_Energy_ev -55030.3988

PM7_Dipole_Debye 2.79029

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.792

PM7_LUMO_Energy_ev -0.375

PM7_COSMO_Area_square_ang 434.06

PM7_COSMO_Volue_cubic_ang 575.1

PM7_Electron_Affinity_ev 0.375

PM7_Ionization_Energy_ev 8.792

PM7_Energy_Gap_ev 8.417

PM7_Global_Hardness_ev 4.2085

PM7_Global_Softness_ev 0.23761435190685518

PM7_Chemical_Potential_ev -4.5835

PM7_Electronigativity_ev 4.5835

PM7_Back_Donation_Energy_ev -1.052125

PM7_Electrophilicity_ev 2.495957259118451

OPENEYE_Name 2-[(2~{S})-7-(1~{H}-benzimidazol-2-ylmethylcarbamoyl)-4-benzyl-3-oxo-2,5-dihydro-1~{H}-1,4-benzodiazepin-2-yl]acetic acid

SMILES c1ccc(cc1)CN2C(=O)C(Nc3ccc(cc3C2)C(=O)NCc4nc5ccccc5[nH]4)CC(=O)O

Canonical_SMILES OC(=O)C[C@@H]1Nc2ccc(cc2CN(C1=O)Cc1ccccc1)C(=O)NCc1nc2c([nH]1)cccc2

InChI 1/C27H25N5O4/c33-25(34)13-23-27(36)32(15-17-6-2-1-3-7-17)16-19-12-18(10-11-20(19)29-23)26(35)28-14-24-30-21-8-4-5-9-22(21)31-24/h1-12,23,29H,13-16H2,(H,28,35)(H,30,31)(H,33,34)/f/h28,30,33H

InChI_3D 1S/C27H25N5O4/c33-25(34)13-23-27(36)32(15-17-6-2-1-3-7-17)16-19-12-18(10-11-20(19)29-23)26(35)28-14-24-30-21-8-4-5-9-22(21)31-24/h1-12,23,29H,13-16H2,(H,28,35)(H,30,31)(H,33,34)/t23-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,7,8,9,10,6,11,12,27,26,25,23,15,13,14,18,16,17,24,19,22,21,20,32,30,28,29,31,35,36,34,33/E:(2,3)(4,5)(6,7)(8,9)(21,22)(30,31)(33,34)/F:1,2,3,5,4,7,8,10,9,6,11,12,27,26,25,23,15,13,14,18,17,16,24,19,22,21,20,32,30,29,28,31,36,35,34,33/E:(2,3)(6,7)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;;s2;d3;s4;s5;d6;;s6d12;s12;d7s8;d9;d10s16;s11d14;;;s13;;s14;s20;s15;s19;s22s24;s16d19;s17s19;s18s24;s20s23s25;s21s26;d20;d21;d22;s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s23;s23;s24;s25;s25;s26;s26;s27;s27;s29;s30;s32;s36;/rC:6.6624,-2.0525,0;5.7355,-2.428,0;6.8063,-1.0629,0;-4.0009,-5.6491,0;-4.6906,-4.917,0;-.2322,.9784,0;4.9446,-1.8077,0;6.0154,-.4425,0;-3.0277,-5.4163,0;-4.407,-3.9521,0;.5003,1.6662,0;.9648,-.2906,0;;1.6906,.4013,0;5.0806,-.8117,0;-2.7364,-4.4596,0;-3.427,-3.7266,0;1.4584,1.3796,0;-1.9536,-3.0304,0;3.7246,1.4039,0;-.7278,-.6857,0;5.5513,3.4025,0;2.6022,-.0243,0;3.0873,2.1814,0;4.2937,-.1946,0;-1.2257,-2.3447,0;4.6553,2.9585,0;-1.8258,-4.0294,0;-2.9431,-2.8434,0;2.0794,2.1743,0;3.5069,.4226,0;-.4979,-1.6589,0;4.6973,1.6359,0;-1.6856,-.3983,0;6.3839,2.8486,0;5.6148,4.4005,0;7.0558,-2.3611,0;5.6657,-2.9231,0;7.2706,-.8772,0;-4.144,-6.1281,0;-5.1768,-5.0333,0;-.711,1.1223,0;4.4812,-1.9954,0;6.0874,.0523,0;-2.685,-5.7804,0;-4.7499,-3.5881,0;.3855,2.1528,0;1.081,-.7769,0;2.9181,-.4119,0;2.2949,-.4187,0;2.9716,2.6678,0;3.9851,-.588,0;4.6023,.1988,0;-1.5686,-1.9808,0;-.8829,-2.7086,0;4.8773,2.5105,0;4.4333,3.4065,0;-3.1566,-2.3914,0;1.8587,2.6229,0;-.019,-1.8027,0;6.0628,4.6225,0;

Duplicates CHEMBL108693

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108693.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108693.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108693.sdf

Formula	C₂₇H₂₅N₅O₄
MW	483.53
InChIKey	JGGRRPJUGFVMKY-KMZMRBKQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	65
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	9
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.12
logP	3.7573
PSA	127.42
MR	141.167
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-68.73858
PM7_Total_Energy_ev	-5765.85583
PM7_Electronic_Energy_ev	-55030.3988
PM7_Dipole_Debye	2.79029
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.792
PM7_LUMO_Energy_ev	-0.375
PM7_COSMO_Area_square_ang	434.06
PM7_COSMO_Volue_cubic_ang	575.1
PM7_Electron_Affinity_ev	0.375
PM7_Ionization_Energy_ev	8.792
PM7_Energy_Gap_ev	8.417
PM7_Global_Hardness_ev	4.2085
PM7_Global_Softness_ev	0.23761435190685518
PM7_Chemical_Potential_ev	-4.5835
PM7_Electronigativity_ev	4.5835
PM7_Back_Donation_Energy_ev	-1.052125
PM7_Electrophilicity_ev	2.495957259118451
OPENEYE_Name	2-[(2~{S})-7-(1~{H}-benzimidazol-2-ylmethylcarbamoyl)-4-benzyl-3-oxo-2,5-dihydro-1~{H}-1,4-benzodiazepin-2-yl]acetic acid
SMILES	c1ccc(cc1)CN2C(=O)C(Nc3ccc(cc3C2)C(=O)NCc4nc5ccccc5[nH]4)CC(=O)O
Canonical_SMILES	OC(=O)C[C@@H]1Nc2ccc(cc2CN(C1=O)Cc1ccccc1)C(=O)NCc1nc2c([nH]1)cccc2
InChI	1/C27H25N5O4/c33-25(34)13-23-27(36)32(15-17-6-2-1-3-7-17)16-19-12-18(10-11-20(19)29-23)26(35)28-14-24-30-21-8-4-5-9-22(21)31-24/h1-12,23,29H,13-16H2,(H,28,35)(H,30,31)(H,33,34)/f/h28,30,33H
InChI_3D	1S/C27H25N5O4/c33-25(34)13-23-27(36)32(15-17-6-2-1-3-7-17)16-19-12-18(10-11-20(19)29-23)26(35)28-14-24-30-21-8-4-5-9-22(21)31-24/h1-12,23,29H,13-16H2,(H,28,35)(H,30,31)(H,33,34)/t23-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,7,8,9,10,6,11,12,27,26,25,23,15,13,14,18,16,17,24,19,22,21,20,32,30,28,29,31,35,36,34,33/E:(2,3)(4,5)(6,7)(8,9)(21,22)(30,31)(33,34)/F:1,2,3,5,4,7,8,10,9,6,11,12,27,26,25,23,15,13,14,18,17,16,24,19,22,21,20,32,30,29,28,31,36,35,34,33/E:(2,3)(6,7)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;;s2;d3;s4;s5;d6;;s6d12;s12;d7s8;d9;d10s16;s11d14;;;s13;;s14;s20;s15;s19;s22s24;s16d19;s17s19;s18s24;s20s23s25;s21s26;d20;d21;d22;s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s23;s23;s24;s25;s25;s26;s26;s27;s27;s29;s30;s32;s36;/rC:6.6624,-2.0525,0;5.7355,-2.428,0;6.8063,-1.0629,0;-4.0009,-5.6491,0;-4.6906,-4.917,0;-.2322,.9784,0;4.9446,-1.8077,0;6.0154,-.4425,0;-3.0277,-5.4163,0;-4.407,-3.9521,0;.5003,1.6662,0;.9648,-.2906,0;;1.6906,.4013,0;5.0806,-.8117,0;-2.7364,-4.4596,0;-3.427,-3.7266,0;1.4584,1.3796,0;-1.9536,-3.0304,0;3.7246,1.4039,0;-.7278,-.6857,0;5.5513,3.4025,0;2.6022,-.0243,0;3.0873,2.1814,0;4.2937,-.1946,0;-1.2257,-2.3447,0;4.6553,2.9585,0;-1.8258,-4.0294,0;-2.9431,-2.8434,0;2.0794,2.1743,0;3.5069,.4226,0;-.4979,-1.6589,0;4.6973,1.6359,0;-1.6856,-.3983,0;6.3839,2.8486,0;5.6148,4.4005,0;7.0558,-2.3611,0;5.6657,-2.9231,0;7.2706,-.8772,0;-4.144,-6.1281,0;-5.1768,-5.0333,0;-.711,1.1223,0;4.4812,-1.9954,0;6.0874,.0523,0;-2.685,-5.7804,0;-4.7499,-3.5881,0;.3855,2.1528,0;1.081,-.7769,0;2.9181,-.4119,0;2.2949,-.4187,0;2.9716,2.6678,0;3.9851,-.588,0;4.6023,.1988,0;-1.5686,-1.9808,0;-.8829,-2.7086,0;4.8773,2.5105,0;4.4333,3.4065,0;-3.1566,-2.3914,0;1.8587,2.6229,0;-.019,-1.8027,0;6.0628,4.6225,0;
Duplicates	CHEMBL108693
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108693.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108693.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108693.sdf