CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL112238 (13402)

Formula C₂₇H₃₃N₃O₉

MW 543.57

InChIKey KAONHPNWWFQQQB-VVPMXBQMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 39

Number_Rings 2

Number_Bonds 73

Rotat_Bonds 19

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 12

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP 1.08

logP 2.3266

PSA 180.36

MR 139.046

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -369.84671

PM7_Total_Energy_ev -6979.82852

PM7_Electronic_Energy_ev -67818.23389

PM7_Dipole_Debye 6.66041

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.316

PM7_LUMO_Energy_ev -0.415

PM7_COSMO_Area_square_ang 506.85

PM7_COSMO_Volue_cubic_ang 657.19

PM7_Electron_Affinity_ev 0.415

PM7_Ionization_Energy_ev 9.316

PM7_Energy_Gap_ev 8.901

PM7_Global_Hardness_ev 4.4505

PM7_Global_Softness_ev 0.22469385462307606

PM7_Chemical_Potential_ev -4.8655

PM7_Electronigativity_ev 4.8655

PM7_Back_Donation_Energy_ev -1.112625

PM7_Electrophilicity_ev 2.6595989495562296

OPENEYE_Name (2~{S})-2-[[(2~{S})-2-[[(2~{S})-2-acetamido-3-hydroxy-propanoyl]amino]-3-[4-(4-acetoxyphenoxy)phenyl]propanoyl]amino]-3-methyl-butanoic acid

SMILES c1cc(ccc1CC(C(=O)NC(C(=O)O)C(C)C)NC(=O)C(CO)NC(=O)C)Oc2ccc(cc2)OC(=O)C

Canonical_SMILES OC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C(C)C)Cc1ccc(cc1)Oc1ccc(cc1)OC(=O)C)NC(=O)C

InChI 1/C27H33N3O9/c1-15(2)24(27(36)37)30-25(34)22(29-26(35)23(14-31)28-16(3)32)13-18-5-7-20(8-6-18)39-21-11-9-19(10-12-21)38-17(4)33/h5-12,15,22-24,31H,13-14H2,1-4H3,(H,28,32)(H,29,35)(H,30,34)(H,36,37)/f/h28-30,36H

InChI_3D 1S/C27H33N3O9/c1-15(2)24(27(36)37)30-25(34)22(29-26(35)23(14-31)28-16(3)32)13-18-5-7-20(8-6-18)39-21-11-9-19(10-12-21)38-17(4)33/h5-12,15,22-24,31H,13-14H2,1-4H3,(H,28,32)(H,29,35)(H,30,34)(H,36,37)/t22-,23-,24-/m0/s1

AuxInfo 1/1/N:20,21,18,19,1,2,3,4,7,8,5,6,22,23,27,13,16,9,12,10,11,25,24,26,15,14,17,28,29,30,37,31,34,33,32,35,36,39,38/E:(1,2)(5,6)(7,8)(9,10)(11,12)(36,37)/F:20,21,18,19,1,2,3,4,7,8,5,6,22,23,27,13,16,9,12,10,11,25,24,26,15,14,17,28,29,30,37,31,34,33,32,36,35,39,38/E:(1,2)(5,6)(7,8)(9,10)(11,12)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;s1d2;s3d4;s5d6;s7d8;;;;;;s13;s16;;;s9;;s14s23;s15s22;s17;s20s21s26;s13s24;s14s25;s15s26;d13;d14;d15;d16;d17;s17;s23;s10s11;s12s16;s1;s2;s3;s4;s5;s6;s7;s8;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s25;s26;s27;s28;s29;s30;s36;s37;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.7306,3.7579,0;-.8631,5.2604,0;-2.6012,4.2605,0;-1.7337,5.763,0;;0,2.0104,0;-.866,4.2604,0;-2.6071,5.2656,0;3.366,-4.366,0;1.5,-2.866,0;-1,-2,0;-4.3391,5.2656,0;-2.5,-3.866,0;3.366,-5.366,0;-5.2052,5.7656,0;-3.5,-1.866,0;-4.5,-2.866,0;0,-1,0;3.5,-2.866,0;2.5,-2.866,0;0,-2,0;-2.5,-2.866,0;-3.5,-2.866,0;2.5,-3.866,0;1,-2,0;-1.5,-2.866,0;4.2321,-3.866,0;1,-3.7321,0;-1.5,-1.134,0;-4.3391,4.2656,0;-3.366,-4.366,0;-1.634,-4.366,0;4.5,-2.866,0;0,3.7604,0;-3.4731,5.7656,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.7299,3.2579,0;-.4297,5.5098,0;-3.0334,4.0092,0;-1.7322,6.263,0;3.866,-5.366,0;2.866,-5.366,0;3.366,-5.866,0;-4.9552,6.1986,0;-5.4552,5.3326,0;-5.6382,6.0156,0;-3,-1.866,0;-4,-1.866,0;-3.5,-1.366,0;-4.5,-2.366,0;-4.5,-3.366,0;-5,-2.866,0;-.5,-1,0;.5,-1,0;3.5,-2.366,0;3.5,-3.366,0;2.5,-2.366,0;0,-2.5,0;-2.5,-2.366,0;-3.5,-3.366,0;2.067,-4.116,0;1.25,-1.567,0;-1.25,-3.299,0;-1.634,-4.866,0;4.75,-2.433,0;

Duplicates CHEMBL112238

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000112000-0000112249/CHEMBL112238.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000112000-0000112249/CHEMBL112238.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000112000-0000112249/CHEMBL112238.sdf

Formula	C₂₇H₃₃N₃O₉
MW	543.57
InChIKey	KAONHPNWWFQQQB-VVPMXBQMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	39
Number_Rings	2
Number_Bonds	73
Rotat_Bonds	19
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	12
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	1.08
logP	2.3266
PSA	180.36
MR	139.046
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-369.84671
PM7_Total_Energy_ev	-6979.82852
PM7_Electronic_Energy_ev	-67818.23389
PM7_Dipole_Debye	6.66041
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.316
PM7_LUMO_Energy_ev	-0.415
PM7_COSMO_Area_square_ang	506.85
PM7_COSMO_Volue_cubic_ang	657.19
PM7_Electron_Affinity_ev	0.415
PM7_Ionization_Energy_ev	9.316
PM7_Energy_Gap_ev	8.901
PM7_Global_Hardness_ev	4.4505
PM7_Global_Softness_ev	0.22469385462307606
PM7_Chemical_Potential_ev	-4.8655
PM7_Electronigativity_ev	4.8655
PM7_Back_Donation_Energy_ev	-1.112625
PM7_Electrophilicity_ev	2.6595989495562296
OPENEYE_Name	(2~{S})-2-[[(2~{S})-2-[[(2~{S})-2-acetamido-3-hydroxy-propanoyl]amino]-3-[4-(4-acetoxyphenoxy)phenyl]propanoyl]amino]-3-methyl-butanoic acid
SMILES	c1cc(ccc1CC(C(=O)NC(C(=O)O)C(C)C)NC(=O)C(CO)NC(=O)C)Oc2ccc(cc2)OC(=O)C
Canonical_SMILES	OC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C(C)C)Cc1ccc(cc1)Oc1ccc(cc1)OC(=O)C)NC(=O)C
InChI	1/C27H33N3O9/c1-15(2)24(27(36)37)30-25(34)22(29-26(35)23(14-31)28-16(3)32)13-18-5-7-20(8-6-18)39-21-11-9-19(10-12-21)38-17(4)33/h5-12,15,22-24,31H,13-14H2,1-4H3,(H,28,32)(H,29,35)(H,30,34)(H,36,37)/f/h28-30,36H
InChI_3D	1S/C27H33N3O9/c1-15(2)24(27(36)37)30-25(34)22(29-26(35)23(14-31)28-16(3)32)13-18-5-7-20(8-6-18)39-21-11-9-19(10-12-21)38-17(4)33/h5-12,15,22-24,31H,13-14H2,1-4H3,(H,28,32)(H,29,35)(H,30,34)(H,36,37)/t22-,23-,24-/m0/s1
AuxInfo	1/1/N:20,21,18,19,1,2,3,4,7,8,5,6,22,23,27,13,16,9,12,10,11,25,24,26,15,14,17,28,29,30,37,31,34,33,32,35,36,39,38/E:(1,2)(5,6)(7,8)(9,10)(11,12)(36,37)/F:20,21,18,19,1,2,3,4,7,8,5,6,22,23,27,13,16,9,12,10,11,25,24,26,15,14,17,28,29,30,37,31,34,33,32,36,35,39,38/E:(1,2)(5,6)(7,8)(9,10)(11,12)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;s1d2;s3d4;s5d6;s7d8;;;;;;s13;s16;;;s9;;s14s23;s15s22;s17;s20s21s26;s13s24;s14s25;s15s26;d13;d14;d15;d16;d17;s17;s23;s10s11;s12s16;s1;s2;s3;s4;s5;s6;s7;s8;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s25;s26;s27;s28;s29;s30;s36;s37;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.7306,3.7579,0;-.8631,5.2604,0;-2.6012,4.2605,0;-1.7337,5.763,0;;0,2.0104,0;-.866,4.2604,0;-2.6071,5.2656,0;3.366,-4.366,0;1.5,-2.866,0;-1,-2,0;-4.3391,5.2656,0;-2.5,-3.866,0;3.366,-5.366,0;-5.2052,5.7656,0;-3.5,-1.866,0;-4.5,-2.866,0;0,-1,0;3.5,-2.866,0;2.5,-2.866,0;0,-2,0;-2.5,-2.866,0;-3.5,-2.866,0;2.5,-3.866,0;1,-2,0;-1.5,-2.866,0;4.2321,-3.866,0;1,-3.7321,0;-1.5,-1.134,0;-4.3391,4.2656,0;-3.366,-4.366,0;-1.634,-4.366,0;4.5,-2.866,0;0,3.7604,0;-3.4731,5.7656,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.7299,3.2579,0;-.4297,5.5098,0;-3.0334,4.0092,0;-1.7322,6.263,0;3.866,-5.366,0;2.866,-5.366,0;3.366,-5.866,0;-4.9552,6.1986,0;-5.4552,5.3326,0;-5.6382,6.0156,0;-3,-1.866,0;-4,-1.866,0;-3.5,-1.366,0;-4.5,-2.366,0;-4.5,-3.366,0;-5,-2.866,0;-.5,-1,0;.5,-1,0;3.5,-2.366,0;3.5,-3.366,0;2.5,-2.366,0;0,-2.5,0;-2.5,-2.366,0;-3.5,-3.366,0;2.067,-4.116,0;1.25,-1.567,0;-1.25,-3.299,0;-1.634,-4.866,0;4.75,-2.433,0;
Duplicates	CHEMBL112238
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000112000-0000112249/CHEMBL112238.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000112000-0000112249/CHEMBL112238.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000112000-0000112249/CHEMBL112238.sdf