CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03885_p0 (4177)

Formula C₂₁H₂₅N₃O₆S

MW 447.51

InChIKey IHZCIRSQSFPOLH-TZNUBUAANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 57

Rotat_Bonds 16

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -2.9

logP 2.4328

PSA 184.12

MR 116.829

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -224.19013

PM7_Total_Energy_ev -5425.22698

PM7_Electronic_Energy_ev -46808.30136

PM7_Dipole_Debye 2.47607

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.58

PM7_LUMO_Energy_ev -0.803

PM7_COSMO_Area_square_ang 415.41

PM7_COSMO_Volue_cubic_ang 540.76

PM7_Electron_Affinity_ev 0.803

PM7_Ionization_Energy_ev 8.58

PM7_Energy_Gap_ev 7.777

PM7_Global_Hardness_ev 3.8885

PM7_Global_Softness_ev 0.25716857400025717

PM7_Chemical_Potential_ev -4.6915

PM7_Electronigativity_ev 4.6915

PM7_Back_Donation_Energy_ev -0.972125

PM7_Electrophilicity_ev 2.830162305516266

OPENEYE_Name (2~{S})-2-amino-5-[[(1~{R})-2-(carboxymethylamino)-1-(1-naphthylmethylsulfanylmethyl)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid

SMILES c1ccc2c(c1)cccc2CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N

Canonical_SMILES O=C(N[C@H](C(=O)NCC(=O)O)CSCc1cccc2c1cccc2)CC[C@@H](C(=O)O)N

InChI 1/C21H25N3O6S/c22-16(21(29)30)8-9-18(25)24-17(20(28)23-10-19(26)27)12-31-11-14-6-3-5-13-4-1-2-7-15(13)14/h1-7,16-17H,8-12,22H2,(H,23,28)(H,24,25)(H,26,27)(H,29,30)/f/h23-24,26,29H

InChI_3D 1S/C21H25N3O6S/c22-16(21(29)30)8-9-18(25)24-17(20(28)23-10-19(26)27)12-31-11-14-6-3-5-13-4-1-2-7-15(13)14/h1-7,16-17H,8-12,22H2,(H,23,28)(H,24,25)(H,26,27)(H,29,30)/t16-,17-/m0/s1

AuxInfo 1/1/N:1,2,3,4,6,7,5,18,16,17,15,19,8,10,9,21,20,11,13,12,14,22,23,24,25,27,29,26,28,30,31/E:(26,27)(29,30)/F:1,2,3,4,6,7,5,18,16,17,15,19,8,10,9,21,20,11,13,12,14,22,23,24,25,29,27,26,30,28,31/rA:56cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;s3;d4s6;d5s8;d7s9;;;;;s10;s11;s13;s16;;s12s19;s14s18;s21;s12s17;s11s20;d11;d12;d13;d14;s13;s14;s15s19;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s22;s23;s24;s29;s30;/rC:;0,1.0057,0;3.4748,.0022,0;.8679,-.4978,0;.8679,1.5135,0;2.6038,-.4989,0;3.4735,1.0079,0;1.7371,0,0;1.7358,1.0057,0;2.6012,1.5124,0;4.0928,4.6504,0;2.5878,6.5124,0;1.7151,9.0101,0;7.0901,5.6584,0;2.5985,2.5124,0;5.0928,4.653,0;1.7178,8.0101,0;6.0928,4.6557,0;2.5932,4.5124,0;2.5905,5.5124,0;7.0928,4.6584,0;8.0928,4.6611,0;1.7205,7.0101,0;3.5905,5.5151,0;3.5951,3.783,0;3.4525,7.0147,0;2.5798,9.5124,0;6.2228,6.1561,0;.8478,9.5077,0;7.9548,6.1607,0;2.5959,3.5124,0;-.4327,-.2506,0;-.4337,1.2544,0;3.9078,-.2478,0;.8677,-.9978,0;.8679,2.0135,0;2.6037,-.9989,0;3.9064,1.258,0;2.0985,2.5111,0;3.0985,2.5137,0;5.0942,4.153,0;5.0915,5.153,0;2.2178,8.0114,0;1.2178,8.0087,0;6.0941,4.1557,0;6.0915,5.1557,0;3.0932,4.5137,0;2.0932,4.5111,0;2.0905,5.5111,0;7.0941,4.1584,0;8.3416,5.0947,0;8.344,4.2287,0;1.2881,6.7589,0;3.8394,5.9487,0;.8464,10.0077,0;7.9535,6.6607,0;

Duplicates DB03885_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03885_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03885_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03885_p0.sdf

Formula	C₂₁H₂₅N₃O₆S
MW	447.51
InChIKey	IHZCIRSQSFPOLH-TZNUBUAANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	57
Rotat_Bonds	16
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-2.9
logP	2.4328
PSA	184.12
MR	116.829
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-224.19013
PM7_Total_Energy_ev	-5425.22698
PM7_Electronic_Energy_ev	-46808.30136
PM7_Dipole_Debye	2.47607
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.58
PM7_LUMO_Energy_ev	-0.803
PM7_COSMO_Area_square_ang	415.41
PM7_COSMO_Volue_cubic_ang	540.76
PM7_Electron_Affinity_ev	0.803
PM7_Ionization_Energy_ev	8.58
PM7_Energy_Gap_ev	7.777
PM7_Global_Hardness_ev	3.8885
PM7_Global_Softness_ev	0.25716857400025717
PM7_Chemical_Potential_ev	-4.6915
PM7_Electronigativity_ev	4.6915
PM7_Back_Donation_Energy_ev	-0.972125
PM7_Electrophilicity_ev	2.830162305516266
OPENEYE_Name	(2~{S})-2-amino-5-[[(1~{R})-2-(carboxymethylamino)-1-(1-naphthylmethylsulfanylmethyl)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
SMILES	c1ccc2c(c1)cccc2CSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
Canonical_SMILES	O=C(N[C@H](C(=O)NCC(=O)O)CSCc1cccc2c1cccc2)CC[C@@H](C(=O)O)N
InChI	1/C21H25N3O6S/c22-16(21(29)30)8-9-18(25)24-17(20(28)23-10-19(26)27)12-31-11-14-6-3-5-13-4-1-2-7-15(13)14/h1-7,16-17H,8-12,22H2,(H,23,28)(H,24,25)(H,26,27)(H,29,30)/f/h23-24,26,29H
InChI_3D	1S/C21H25N3O6S/c22-16(21(29)30)8-9-18(25)24-17(20(28)23-10-19(26)27)12-31-11-14-6-3-5-13-4-1-2-7-15(13)14/h1-7,16-17H,8-12,22H2,(H,23,28)(H,24,25)(H,26,27)(H,29,30)/t16-,17-/m0/s1
AuxInfo	1/1/N:1,2,3,4,6,7,5,18,16,17,15,19,8,10,9,21,20,11,13,12,14,22,23,24,25,27,29,26,28,30,31/E:(26,27)(29,30)/F:1,2,3,4,6,7,5,18,16,17,15,19,8,10,9,21,20,11,13,12,14,22,23,24,25,29,27,26,30,28,31/rA:56cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;s3;d4s6;d5s8;d7s9;;;;;s10;s11;s13;s16;;s12s19;s14s18;s21;s12s17;s11s20;d11;d12;d13;d14;s13;s14;s15s19;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s22;s23;s24;s29;s30;/rC:;0,1.0057,0;3.4748,.0022,0;.8679,-.4978,0;.8679,1.5135,0;2.6038,-.4989,0;3.4735,1.0079,0;1.7371,0,0;1.7358,1.0057,0;2.6012,1.5124,0;4.0928,4.6504,0;2.5878,6.5124,0;1.7151,9.0101,0;7.0901,5.6584,0;2.5985,2.5124,0;5.0928,4.653,0;1.7178,8.0101,0;6.0928,4.6557,0;2.5932,4.5124,0;2.5905,5.5124,0;7.0928,4.6584,0;8.0928,4.6611,0;1.7205,7.0101,0;3.5905,5.5151,0;3.5951,3.783,0;3.4525,7.0147,0;2.5798,9.5124,0;6.2228,6.1561,0;.8478,9.5077,0;7.9548,6.1607,0;2.5959,3.5124,0;-.4327,-.2506,0;-.4337,1.2544,0;3.9078,-.2478,0;.8677,-.9978,0;.8679,2.0135,0;2.6037,-.9989,0;3.9064,1.258,0;2.0985,2.5111,0;3.0985,2.5137,0;5.0942,4.153,0;5.0915,5.153,0;2.2178,8.0114,0;1.2178,8.0087,0;6.0941,4.1557,0;6.0915,5.1557,0;3.0932,4.5137,0;2.0932,4.5111,0;2.0905,5.5111,0;7.0941,4.1584,0;8.3416,5.0947,0;8.344,4.2287,0;1.2881,6.7589,0;3.8394,5.9487,0;.8464,10.0077,0;7.9535,6.6607,0;
Duplicates	DB03885_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03885_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03885_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03885_p0.sdf