CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL101402 (1479)

Formula C₂₇H₃₂N₂O₄

MW 448.56

InChIKey BFMPUFFBVZOFNK-WGRKTHMDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 66

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.34

logP 4.7488

PSA 95.5

MR 130.971

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -142.45823

PM7_Total_Energy_ev -5302.70711

PM7_Electronic_Energy_ev -49486.70721

PM7_Dipole_Debye 5.4223

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.238

PM7_LUMO_Energy_ev -0.292

PM7_COSMO_Area_square_ang 457.66

PM7_COSMO_Volue_cubic_ang 587.35

PM7_Electron_Affinity_ev 0.292

PM7_Ionization_Energy_ev 9.238

PM7_Energy_Gap_ev 8.946

PM7_Global_Hardness_ev 4.473

PM7_Global_Softness_ev 0.22356360384529397

PM7_Chemical_Potential_ev -4.765

PM7_Electronigativity_ev 4.765

PM7_Back_Donation_Energy_ev -1.11825

PM7_Electrophilicity_ev 2.5380309635591325

OPENEYE_Name (2~{R})-2-[[(2~{S},3~{S},4~{E},6~{E})-3-acetamido-7-(2-benzylphenyl)-2,6-dimethyl-hepta-4,6-dienoyl]amino]propanoic acid

SMILES c1ccc(cc1)Cc2ccccc2C=C(C=CC(C(C(=O)NC(C(=O)O)C)C)NC(=O)C)C

Canonical_SMILES CC(=O)N[C@H]([C@@H](C(=O)N[C@@H](C(=O)O)C)C)/C=C/C(=C/c1ccccc1Cc1ccccc1)/C

InChI 1/C27H32N2O4/c1-18(16-23-12-8-9-13-24(23)17-22-10-6-5-7-11-22)14-15-25(29-21(4)30)19(2)26(31)28-20(3)27(32)33/h5-16,19-20,25H,17H2,1-4H3,(H,28,31)(H,29,30)(H,32,33)/f/h28-29,32H

InChI_3D 1S/C27H32N2O4/c1-18(16-23-12-8-9-13-24(23)17-22-10-6-5-7-11-22)14-15-25(29-21(4)30)19(2)26(31)28-20(3)27(32)33/h5-16,19-20,25H,17H2,1-4H3,(H,28,31)(H,29,30)(H,32,33)/b15-14+,18-16+/t19-,20+,25-/m0/s1

AuxInfo 1/1/N:20,22,23,21,1,3,4,2,5,7,8,6,9,14,15,13,24,16,26,27,17,11,10,12,25,18,19,29,28,30,31,32,33/E:(6,7)(10,11)(32,33)/F:20,22,23,21,1,3,4,2,5,7,8,6,9,14,15,13,24,16,26,27,17,11,10,12,25,18,19,29,28,30,31,33,32/E:(6,7)(10,11)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;s10;;w14;w13s14;;;;s16;s17;;;s11s12;s15;s18s22s25;s19s23;s17s25;s18s27;d17;d18;d19;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s15;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s26;s27;s28;s29;s33;/rC:;0,6.0208,0;-.8675,.4975,0;.8675,.4975,0;.8675,5.5233,0;-.8675,5.5233,0;-.8675,1.5027,0;.8675,1.5027,0;.8675,4.5181,0;-.8675,4.5181,0;0,2.0104,0;0,4.0104,0;-2.3856,3.6476,0;-4.1177,3.6527,0;-4.1206,2.6527,0;-3.2502,4.1501,0;-4.9932,.4232,0;-6.3531,2.5253,0;-8.718,2.8983,0;-3.2472,5.1501,0;-4.4958,-.4443,0;-6.7231,1.1604,0;-8.3479,4.2632,0;0,3.0104,0;-4.9881,2.1552,0;-5.8556,1.6578,0;-7.8505,3.3958,0;-4.4907,1.2878,0;-7.353,2.5283,0;-5.9932,.4262,0;-5.8505,3.3898,0;-8.7209,1.8983,0;-9.5825,3.4009,0;0,-.5,0;0,6.5208,0;-1.3001,.2469,0;1.3001,.2469,0;1.3001,5.7739,0;-1.3002,5.7739,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.3012,4.2694,0;-2.3871,3.1476,0;-4.5499,3.904,0;-3.6883,2.4014,0;-3.7472,5.1516,0;-2.7472,5.1486,0;-3.2457,5.6501,0;-4.9295,-.693,0;-4.062,-.1956,0;-4.2471,-.878,0;-6.9718,1.5941,0;-6.4744,.7266,0;-7.1569,.9116,0;-7.9142,4.512,0;-8.7817,4.0145,0;-8.5967,4.697,0;.5,3.0104,0;-.5,3.0104,0;-5.2368,2.589,0;-5.6069,1.2241,0;-7.4167,3.6445,0;-3.9907,1.2863,0;-7.6043,2.096,0;-10.0163,3.1521,0;

Duplicates CHEMBL101402

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101402.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101402.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101402.sdf

Formula	C₂₇H₃₂N₂O₄
MW	448.56
InChIKey	BFMPUFFBVZOFNK-WGRKTHMDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	66
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.34
logP	4.7488
PSA	95.5
MR	130.971
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-142.45823
PM7_Total_Energy_ev	-5302.70711
PM7_Electronic_Energy_ev	-49486.70721
PM7_Dipole_Debye	5.4223
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.238
PM7_LUMO_Energy_ev	-0.292
PM7_COSMO_Area_square_ang	457.66
PM7_COSMO_Volue_cubic_ang	587.35
PM7_Electron_Affinity_ev	0.292
PM7_Ionization_Energy_ev	9.238
PM7_Energy_Gap_ev	8.946
PM7_Global_Hardness_ev	4.473
PM7_Global_Softness_ev	0.22356360384529397
PM7_Chemical_Potential_ev	-4.765
PM7_Electronigativity_ev	4.765
PM7_Back_Donation_Energy_ev	-1.11825
PM7_Electrophilicity_ev	2.5380309635591325
OPENEYE_Name	(2~{R})-2-[[(2~{S},3~{S},4~{E},6~{E})-3-acetamido-7-(2-benzylphenyl)-2,6-dimethyl-hepta-4,6-dienoyl]amino]propanoic acid
SMILES	c1ccc(cc1)Cc2ccccc2C=C(C=CC(C(C(=O)NC(C(=O)O)C)C)NC(=O)C)C
Canonical_SMILES	CC(=O)N[C@H]([C@@H](C(=O)N[C@@H](C(=O)O)C)C)/C=C/C(=C/c1ccccc1Cc1ccccc1)/C
InChI	1/C27H32N2O4/c1-18(16-23-12-8-9-13-24(23)17-22-10-6-5-7-11-22)14-15-25(29-21(4)30)19(2)26(31)28-20(3)27(32)33/h5-16,19-20,25H,17H2,1-4H3,(H,28,31)(H,29,30)(H,32,33)/f/h28-29,32H
InChI_3D	1S/C27H32N2O4/c1-18(16-23-12-8-9-13-24(23)17-22-10-6-5-7-11-22)14-15-25(29-21(4)30)19(2)26(31)28-20(3)27(32)33/h5-16,19-20,25H,17H2,1-4H3,(H,28,31)(H,29,30)(H,32,33)/b15-14+,18-16+/t19-,20+,25-/m0/s1
AuxInfo	1/1/N:20,22,23,21,1,3,4,2,5,7,8,6,9,14,15,13,24,16,26,27,17,11,10,12,25,18,19,29,28,30,31,32,33/E:(6,7)(10,11)(32,33)/F:20,22,23,21,1,3,4,2,5,7,8,6,9,14,15,13,24,16,26,27,17,11,10,12,25,18,19,29,28,30,31,33,32/E:(6,7)(10,11)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;s10;;w14;w13s14;;;;s16;s17;;;s11s12;s15;s18s22s25;s19s23;s17s25;s18s27;d17;d18;d19;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s15;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s26;s27;s28;s29;s33;/rC:;0,6.0208,0;-.8675,.4975,0;.8675,.4975,0;.8675,5.5233,0;-.8675,5.5233,0;-.8675,1.5027,0;.8675,1.5027,0;.8675,4.5181,0;-.8675,4.5181,0;0,2.0104,0;0,4.0104,0;-2.3856,3.6476,0;-4.1177,3.6527,0;-4.1206,2.6527,0;-3.2502,4.1501,0;-4.9932,.4232,0;-6.3531,2.5253,0;-8.718,2.8983,0;-3.2472,5.1501,0;-4.4958,-.4443,0;-6.7231,1.1604,0;-8.3479,4.2632,0;0,3.0104,0;-4.9881,2.1552,0;-5.8556,1.6578,0;-7.8505,3.3958,0;-4.4907,1.2878,0;-7.353,2.5283,0;-5.9932,.4262,0;-5.8505,3.3898,0;-8.7209,1.8983,0;-9.5825,3.4009,0;0,-.5,0;0,6.5208,0;-1.3001,.2469,0;1.3001,.2469,0;1.3001,5.7739,0;-1.3002,5.7739,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.3012,4.2694,0;-2.3871,3.1476,0;-4.5499,3.904,0;-3.6883,2.4014,0;-3.7472,5.1516,0;-2.7472,5.1486,0;-3.2457,5.6501,0;-4.9295,-.693,0;-4.062,-.1956,0;-4.2471,-.878,0;-6.9718,1.5941,0;-6.4744,.7266,0;-7.1569,.9116,0;-7.9142,4.512,0;-8.7817,4.0145,0;-8.5967,4.697,0;.5,3.0104,0;-.5,3.0104,0;-5.2368,2.589,0;-5.6069,1.2241,0;-7.4167,3.6445,0;-3.9907,1.2863,0;-7.6043,2.096,0;-10.0163,3.1521,0;
Duplicates	CHEMBL101402
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101402.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101402.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101402.sdf