CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195366_p0_t1 (2538072)

Formula C₂₇H₃₃N₃O₆

MW 495.57

InChIKey XYNHYJBSHAQTIB-LKHHGCNMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 36

Number_Rings 3

Number_Bonds 72

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 9

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 4.57

logP 4.1011

PSA 138.06

MR 140.294

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -101.729

PM7_Total_Energy_ev -6087.93017

PM7_Electronic_Energy_ev -54972.82426

PM7_Dipole_Debye 19.04519

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.829

PM7_LUMO_Energy_ev -2

PM7_COSMO_Area_square_ang 517.3

PM7_COSMO_Volue_cubic_ang 604.43

PM7_Electron_Affinity_ev 2

PM7_Ionization_Energy_ev 7.829

PM7_Energy_Gap_ev 5.829

PM7_Global_Hardness_ev 2.9145

PM7_Global_Softness_ev 0.343112026076514

PM7_Chemical_Potential_ev -4.9145

PM7_Electronigativity_ev 4.9145

PM7_Back_Donation_Energy_ev -0.728625

PM7_Electrophilicity_ev 4.143474052153028

OPENEYE_Name (3~{R},4~{R},5~{S})-4-acetamido-3-(1-ethylpropoxy)-5-[[4-(4-nitrophenyl)phenyl]methylammonio]cyclohexene-1-carboxylate

SMILES c1cc(ccc1c2ccc(cc2)N(=O)=O)C[NH2+]C3CC(=CC(C3NC(=O)C)OC(CC)CC)C(=O)[O-]

Canonical_SMILES CCC(O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)[NH2+]Cc1ccc(cc1)c1ccc(cc1)N(=O)=O)C(=O)O)CC

InChI 1/C27H33N3O6/c1-4-23(5-2)36-25-15-21(27(32)33)14-24(26(25)29-17(3)31)28-16-18-6-8-19(9-7-18)20-10-12-22(13-11-20)30(34)35/h6-13,15,23-26,28H,4-5,14,16H2,1-3H3,(H,29,31)(H,32,33)/f/h28-29H

InChI_3D 1S/C27H33N3O6/c1-4-23(5-2)36-25-15-21(27(32)33)14-24(26(25)29-17(3)31)28-16-18-6-8-19(9-7-18)20-10-12-22(13-11-20)30(34)35/h6-13,15,23-26,28H,4-5,14,16H2,1-3H3,(H,29,31)(H,32,33)/p+1/t24-,25+,26+/m0/s1

AuxInfo 1/1/N:22,23,21,25,26,5,6,1,2,3,4,7,8,17,13,24,16,11,9,10,14,12,27,20,18,19,15,30,28,29,33,31,32,34,35,36/E:(1,2)(4,5)(6,7)(8,9)(10,11)(12,13)(32,33)(34,35)/F:m/E:m/CRV:30.5/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4s9;s5d6;s7d8;;d13;s14;;s14;s13;s18;s17s19;s16;;;s11;s22;s23;s25s26;s16s19;s12;s20s24;s15;d15;d16;d29;d29;s18s27;s1;s2;s3;s4;s5;s6;s7;s8;s13;s17;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s28;s30;s30;/rC:-.8675,.4975,0;.8675,.4975,0;.8675,-1.4975,0;-.8675,-1.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.8675,-2.5027,0;-.8675,-2.5027,0;;0,-1,0;0,2.0104,0;0,-3.0104,0;-1.2953,7.2979,0;-1.6382,6.3585,0;-2.6229,6.1844,0;1.2112,5.2127,0;-.9906,5.5898,0;-.3113,7.4764,0;.3363,6.7076,0;0,5.7604,0;2.0802,4.7179,0;3.4333,8.4963,0;1.0611,10.5875,0;0,3.0104,0;2.5688,7.9938,0;1.5637,9.7229,0;2.0662,8.8583,0;1.2053,6.2127,0;0,-4.0104,0;0,4.0104,0;-3.2661,6.9501,0;-2.9645,5.2445,0;.3481,4.7076,0;.866,-4.5104,0;-.866,-4.5104,0;1.2017,8.3558,0;-1.3001,.2469,0;1.3001,.2469,0;1.3001,-1.2469,0;-1.3001,-1.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.3012,-2.7514,0;-1.3012,-2.7514,0;-1.6174,7.6803,0;-1.4236,5.3398,0;-.8205,5.1196,0;-.4841,7.9455,0;.6562,7.0919,0;.4927,5.6755,0;1.8327,4.2834,0;2.3276,5.1523,0;2.5146,4.4704,0;3.182,8.9286,0;3.6846,8.064,0;3.8656,8.7476,0;.6289,10.3362,0;1.4934,10.8387,0;.8099,11.0197,0;.5,3.0104,0;-.5,3.0104,0;2.1365,7.7425,0;2.82,7.5615,0;1.996,9.9742,0;1.1314,9.4716,0;2.4985,9.1096,0;1.6368,6.4653,0;-.5,4.0104,0;.5,4.0104,0;

Duplicates CHEMBL5195366_p0_t1;CHEMBL5195366_p7_t0;CHEMBL5195366_p7_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195366_p0_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195366_p0_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195366_p0_t1.sdf

Formula	C₂₇H₃₃N₃O₆
MW	495.57
InChIKey	XYNHYJBSHAQTIB-LKHHGCNMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	36
Number_Rings	3
Number_Bonds	72
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	9
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	4.57
logP	4.1011
PSA	138.06
MR	140.294
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-101.729
PM7_Total_Energy_ev	-6087.93017
PM7_Electronic_Energy_ev	-54972.82426
PM7_Dipole_Debye	19.04519
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.829
PM7_LUMO_Energy_ev	-2
PM7_COSMO_Area_square_ang	517.3
PM7_COSMO_Volue_cubic_ang	604.43
PM7_Electron_Affinity_ev	2
PM7_Ionization_Energy_ev	7.829
PM7_Energy_Gap_ev	5.829
PM7_Global_Hardness_ev	2.9145
PM7_Global_Softness_ev	0.343112026076514
PM7_Chemical_Potential_ev	-4.9145
PM7_Electronigativity_ev	4.9145
PM7_Back_Donation_Energy_ev	-0.728625
PM7_Electrophilicity_ev	4.143474052153028
OPENEYE_Name	(3~{R},4~{R},5~{S})-4-acetamido-3-(1-ethylpropoxy)-5-[[4-(4-nitrophenyl)phenyl]methylammonio]cyclohexene-1-carboxylate
SMILES	c1cc(ccc1c2ccc(cc2)N(=O)=O)C[NH2+]C3CC(=CC(C3NC(=O)C)OC(CC)CC)C(=O)[O-]
Canonical_SMILES	CCC(O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)[NH2+]Cc1ccc(cc1)c1ccc(cc1)N(=O)=O)C(=O)O)CC
InChI	1/C27H33N3O6/c1-4-23(5-2)36-25-15-21(27(32)33)14-24(26(25)29-17(3)31)28-16-18-6-8-19(9-7-18)20-10-12-22(13-11-20)30(34)35/h6-13,15,23-26,28H,4-5,14,16H2,1-3H3,(H,29,31)(H,32,33)/f/h28-29H
InChI_3D	1S/C27H33N3O6/c1-4-23(5-2)36-25-15-21(27(32)33)14-24(26(25)29-17(3)31)28-16-18-6-8-19(9-7-18)20-10-12-22(13-11-20)30(34)35/h6-13,15,23-26,28H,4-5,14,16H2,1-3H3,(H,29,31)(H,32,33)/p+1/t24-,25+,26+/m0/s1
AuxInfo	1/1/N:22,23,21,25,26,5,6,1,2,3,4,7,8,17,13,24,16,11,9,10,14,12,27,20,18,19,15,30,28,29,33,31,32,34,35,36/E:(1,2)(4,5)(6,7)(8,9)(10,11)(12,13)(32,33)(34,35)/F:m/E:m/CRV:30.5/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4s9;s5d6;s7d8;;d13;s14;;s14;s13;s18;s17s19;s16;;;s11;s22;s23;s25s26;s16s19;s12;s20s24;s15;d15;d16;d29;d29;s18s27;s1;s2;s3;s4;s5;s6;s7;s8;s13;s17;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s28;s30;s30;/rC:-.8675,.4975,0;.8675,.4975,0;.8675,-1.4975,0;-.8675,-1.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.8675,-2.5027,0;-.8675,-2.5027,0;;0,-1,0;0,2.0104,0;0,-3.0104,0;-1.2953,7.2979,0;-1.6382,6.3585,0;-2.6229,6.1844,0;1.2112,5.2127,0;-.9906,5.5898,0;-.3113,7.4764,0;.3363,6.7076,0;0,5.7604,0;2.0802,4.7179,0;3.4333,8.4963,0;1.0611,10.5875,0;0,3.0104,0;2.5688,7.9938,0;1.5637,9.7229,0;2.0662,8.8583,0;1.2053,6.2127,0;0,-4.0104,0;0,4.0104,0;-3.2661,6.9501,0;-2.9645,5.2445,0;.3481,4.7076,0;.866,-4.5104,0;-.866,-4.5104,0;1.2017,8.3558,0;-1.3001,.2469,0;1.3001,.2469,0;1.3001,-1.2469,0;-1.3001,-1.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.3012,-2.7514,0;-1.3012,-2.7514,0;-1.6174,7.6803,0;-1.4236,5.3398,0;-.8205,5.1196,0;-.4841,7.9455,0;.6562,7.0919,0;.4927,5.6755,0;1.8327,4.2834,0;2.3276,5.1523,0;2.5146,4.4704,0;3.182,8.9286,0;3.6846,8.064,0;3.8656,8.7476,0;.6289,10.3362,0;1.4934,10.8387,0;.8099,11.0197,0;.5,3.0104,0;-.5,3.0104,0;2.1365,7.7425,0;2.82,7.5615,0;1.996,9.9742,0;1.1314,9.4716,0;2.4985,9.1096,0;1.6368,6.4653,0;-.5,4.0104,0;.5,4.0104,0;
Duplicates	CHEMBL5195366_p0_t1;CHEMBL5195366_p7_t0;CHEMBL5195366_p7_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195366_p0_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195366_p0_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195366_p0_t1.sdf