CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14127 (11827)

Formula C₂₂H₂₅NO₅

MW 383.44

InChIKey DOBNVUFHFMVMDB-WMQLBYIKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 54

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.18

logP 3.7474

PSA 103.7

MR 106.652

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -205.87887

PM7_Total_Energy_ev -4703.99897

PM7_Electronic_Energy_ev -37766.07583

PM7_Dipole_Debye 3.24093

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.186

PM7_LUMO_Energy_ev -0.274

PM7_COSMO_Area_square_ang 412.64

PM7_COSMO_Volue_cubic_ang 476.54

PM7_Electron_Affinity_ev 0.274

PM7_Ionization_Energy_ev 9.186

PM7_Energy_Gap_ev 8.912

PM7_Global_Hardness_ev 4.456

PM7_Global_Softness_ev 0.2244165170556553

PM7_Chemical_Potential_ev -4.73

PM7_Electronigativity_ev 4.73

PM7_Back_Donation_Energy_ev -1.114

PM7_Electrophilicity_ev 2.5104241472172353

OPENEYE_Name (2~{R},4~{S})-4-(3-carboxypropanoylamino)-2-methyl-5-(4-phenylphenyl)pentanoic acid

SMILES c1ccc(cc1)c2ccc(cc2)CC(CC(C(=O)O)C)NC(=O)CCC(=O)O

Canonical_SMILES C[C@@H](C(=O)O)C[C@@H](Cc1ccc(cc1)c1ccccc1)NC(=O)CCC(=O)O

InChI 1/C22H25NO5/c1-15(22(27)28)13-19(23-20(24)11-12-21(25)26)14-16-7-9-18(10-8-16)17-5-3-2-4-6-17/h2-10,15,19H,11-14H2,1H3,(H,23,24)(H,25,26)(H,27,28)/f/h23,25,27H

InChI_3D 1S/C22H25NO5/c1-15(22(27)28)13-19(23-20(24)11-12-21(25)26)14-16-7-9-18(10-8-16)17-5-3-2-4-6-17/h2-10,15,19H,11-14H2,1H3,(H,23,24)(H,25,26)(H,27,28)/t15-,19+/m1/s1

AuxInfo 1/1/N:16,1,2,3,4,5,8,9,6,7,18,19,20,17,21,12,10,11,22,13,14,15,23,24,25,27,26,28/E:(3,4)(5,6)(7,8)(9,10)(25,26)(27,28)/F:16,1,2,3,4,5,8,9,6,7,18,19,20,17,21,12,10,11,22,13,14,15,23,24,27,25,28,26/E:(3,4)(5,6)(7,8)(9,10)/rA:53cCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7s10;s8d9;;;;;s12;s13;s14s18;;s15s16s20;s17s20;s13s22;d13;d14;d15;s14;s15;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s27;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-.8675,3.5079,0;.8675,3.5079,0;-.8675,4.5131,0;.8675,4.5131,0;0,2.0104,0;0,3.0104,0;0,5.0208,0;.866,8.5208,0;.866,11.5208,0;-2,8.0208,0;-3,7.0208,0;0,6.0208,0;.866,9.5208,0;.866,10.5208,0;-1,7.0208,0;-2,7.0208,0;0,7.0208,0;0,8.0208,0;1.732,8.0208,0;0,12.0208,0;-2.866,8.5208,0;1.7321,12.0208,0;-1.134,8.5208,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.3001,3.2573,0;1.3001,3.2573,0;-1.3012,4.7618,0;1.3012,4.7618,0;-3,6.5208,0;-3,7.5208,0;-3.5,7.0208,0;-.5,6.0208,0;.5,6.0208,0;1.366,9.5208,0;.366,9.5208,0;.366,10.5208,0;1.366,10.5208,0;-1,7.5208,0;-1,6.5208,0;-2,6.5208,0;.5,7.0208,0;-.433,8.2708,0;1.7321,12.5208,0;-1.134,9.0208,0;

Duplicates DB14127

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14127.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14127.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14127.sdf

Formula	C₂₂H₂₅NO₅
MW	383.44
InChIKey	DOBNVUFHFMVMDB-WMQLBYIKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	54
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.18
logP	3.7474
PSA	103.7
MR	106.652
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-205.87887
PM7_Total_Energy_ev	-4703.99897
PM7_Electronic_Energy_ev	-37766.07583
PM7_Dipole_Debye	3.24093
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.186
PM7_LUMO_Energy_ev	-0.274
PM7_COSMO_Area_square_ang	412.64
PM7_COSMO_Volue_cubic_ang	476.54
PM7_Electron_Affinity_ev	0.274
PM7_Ionization_Energy_ev	9.186
PM7_Energy_Gap_ev	8.912
PM7_Global_Hardness_ev	4.456
PM7_Global_Softness_ev	0.2244165170556553
PM7_Chemical_Potential_ev	-4.73
PM7_Electronigativity_ev	4.73
PM7_Back_Donation_Energy_ev	-1.114
PM7_Electrophilicity_ev	2.5104241472172353
OPENEYE_Name	(2~{R},4~{S})-4-(3-carboxypropanoylamino)-2-methyl-5-(4-phenylphenyl)pentanoic acid
SMILES	c1ccc(cc1)c2ccc(cc2)CC(CC(C(=O)O)C)NC(=O)CCC(=O)O
Canonical_SMILES	C[C@@H](C(=O)O)C[C@@H](Cc1ccc(cc1)c1ccccc1)NC(=O)CCC(=O)O
InChI	1/C22H25NO5/c1-15(22(27)28)13-19(23-20(24)11-12-21(25)26)14-16-7-9-18(10-8-16)17-5-3-2-4-6-17/h2-10,15,19H,11-14H2,1H3,(H,23,24)(H,25,26)(H,27,28)/f/h23,25,27H
InChI_3D	1S/C22H25NO5/c1-15(22(27)28)13-19(23-20(24)11-12-21(25)26)14-16-7-9-18(10-8-16)17-5-3-2-4-6-17/h2-10,15,19H,11-14H2,1H3,(H,23,24)(H,25,26)(H,27,28)/t15-,19+/m1/s1
AuxInfo	1/1/N:16,1,2,3,4,5,8,9,6,7,18,19,20,17,21,12,10,11,22,13,14,15,23,24,25,27,26,28/E:(3,4)(5,6)(7,8)(9,10)(25,26)(27,28)/F:16,1,2,3,4,5,8,9,6,7,18,19,20,17,21,12,10,11,22,13,14,15,23,24,27,25,28,26/E:(3,4)(5,6)(7,8)(9,10)/rA:53cCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7s10;s8d9;;;;;s12;s13;s14s18;;s15s16s20;s17s20;s13s22;d13;d14;d15;s14;s15;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s27;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-.8675,3.5079,0;.8675,3.5079,0;-.8675,4.5131,0;.8675,4.5131,0;0,2.0104,0;0,3.0104,0;0,5.0208,0;.866,8.5208,0;.866,11.5208,0;-2,8.0208,0;-3,7.0208,0;0,6.0208,0;.866,9.5208,0;.866,10.5208,0;-1,7.0208,0;-2,7.0208,0;0,7.0208,0;0,8.0208,0;1.732,8.0208,0;0,12.0208,0;-2.866,8.5208,0;1.7321,12.0208,0;-1.134,8.5208,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.3001,3.2573,0;1.3001,3.2573,0;-1.3012,4.7618,0;1.3012,4.7618,0;-3,6.5208,0;-3,7.5208,0;-3.5,7.0208,0;-.5,6.0208,0;.5,6.0208,0;1.366,9.5208,0;.366,9.5208,0;.366,10.5208,0;1.366,10.5208,0;-1,7.5208,0;-1,6.5208,0;-2,6.5208,0;.5,7.0208,0;-.433,8.2708,0;1.7321,12.5208,0;-1.134,9.0208,0;
Duplicates	DB14127
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14127.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14127.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14127.sdf