CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI15769 (5157)

Formula C₁₂H₂₃N₂O₉PS

MW 402.36

InChIKey XQYALQVLCNHCFT-DUKHDZRFNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 25

Number_Rings 0

Number_Bonds 47

Rotat_Bonds 18

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 11

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -2.29

logP -0.7299

PSA 231.1

MR 88.4761

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -480.86653

PM7_Total_Energy_ev -5171.74141

PM7_Electronic_Energy_ev -38138.57786

PM7_Dipole_Debye 5.01402

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.088

PM7_LUMO_Energy_ev -0.726

PM7_COSMO_Area_square_ang 380.49

PM7_COSMO_Volue_cubic_ang 453.05

PM7_Electron_Affinity_ev 0.726

PM7_Ionization_Energy_ev 9.088

PM7_Energy_Gap_ev 8.362

PM7_Global_Hardness_ev 4.181

PM7_Global_Softness_ev 0.2391772303276728

PM7_Chemical_Potential_ev -4.907

PM7_Electronigativity_ev 4.907

PM7_Back_Donation_Energy_ev -1.04525

PM7_Electrophilicity_ev 2.8795322889260944

OPENEYE_Name (2~{R})-2-[3-[[(2~{R})-2-hydroxy-3,3-dimethyl-4-phosphonooxy-butanoyl]amino]propanoylamino]-3-sulfanyl-propanoic acid

SMILES C(=O)(CCNC(=O)C(C(C)(C)COP(=O)(O)O)O)NC(C(=O)O)CS

Canonical_SMILES SC[C@@H](C(=O)O)NC(=O)CCNC(=O)[C@@H](C(COP(=O)(O)O)(C)C)O

InChI 1/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/f/h13-14,18,20-21H

InChI_3D 1S/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/t7-,9-/m0/s1

AuxInfo 1/1/N:4,5,6,7,9,8,11,1,10,2,3,12,13,14,15,20,16,17,19,18,21,22,23,24,25/E:(1,2)(18,19)(20,21,22)/F:4,5,6,7,9,8,11,1,10,2,3,12,13,14,15,20,16,19,17,21,22,18,23,24,25/E:(1,2)(20,21)/rA:48cCCCCCCCCCCCCNNOOOOOOOOOPSHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s1;s6;;;s2;s3s9;s4s5s8s10;s2s7;s1s11;d1;d2;d3;;s3;s10;;;s8;d18s21s22s23;s9;s4;s4;s4;s5;s5;s5;s6;s6;s7;s7;s8;s8;s9;s9;s10;s11;s13;s14;s19;s20;s21;s22;s25;/rC:;-2.5,-2.5981,0;-.866,2.2321,0;-4,-5.1962,0;-2.634,-4.8301,0;-.5,-.866,0;-1,-1.7321,0;-4.366,-3.8301,0;.5,2.5981,0;-3,-3.4641,0;0,1.7321,0;-3.5,-4.3301,0;-1.5,-2.5981,0;-.5,.866,0;1,0,0;-3,-1.7321,0;-1.7321,1.7321,0;-6.9641,-2.3301,0;-.866,3.2321,0;-3.866,-2.9641,0;-6.5981,-3.6962,0;-5.5981,-1.9641,0;-5.2321,-3.3301,0;-6.0981,-2.8301,0;1,3.4641,0;-4.433,-4.9462,0;-3.567,-5.4462,0;-4.25,-5.6292,0;-2.884,-5.2631,0;-2.384,-4.3971,0;-2.201,-5.0801,0;-.933,-.616,0;-.067,-1.116,0;-1.433,-1.4821,0;-.567,-1.9821,0;-4.116,-3.3971,0;-4.616,-4.2631,0;.067,2.8481,0;.933,2.3481,0;-2.567,-3.7141,0;.433,1.4821,0;-1.25,-3.0311,0;-1,.866,0;-1.299,3.4821,0;-3.866,-2.4641,0;-7.0981,-3.6962,0;-5.0981,-1.9641,0;.75,3.8971,0;

Duplicates ChEBI15769

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15769.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15769.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15769.sdf

Formula	C₁₂H₂₃N₂O₉PS
MW	402.36
InChIKey	XQYALQVLCNHCFT-DUKHDZRFNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	25
Number_Rings	0
Number_Bonds	47
Rotat_Bonds	18
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	11
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-2.29
logP	-0.7299
PSA	231.1
MR	88.4761
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-480.86653
PM7_Total_Energy_ev	-5171.74141
PM7_Electronic_Energy_ev	-38138.57786
PM7_Dipole_Debye	5.01402
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.088
PM7_LUMO_Energy_ev	-0.726
PM7_COSMO_Area_square_ang	380.49
PM7_COSMO_Volue_cubic_ang	453.05
PM7_Electron_Affinity_ev	0.726
PM7_Ionization_Energy_ev	9.088
PM7_Energy_Gap_ev	8.362
PM7_Global_Hardness_ev	4.181
PM7_Global_Softness_ev	0.2391772303276728
PM7_Chemical_Potential_ev	-4.907
PM7_Electronigativity_ev	4.907
PM7_Back_Donation_Energy_ev	-1.04525
PM7_Electrophilicity_ev	2.8795322889260944
OPENEYE_Name	(2~{R})-2-[3-[[(2~{R})-2-hydroxy-3,3-dimethyl-4-phosphonooxy-butanoyl]amino]propanoylamino]-3-sulfanyl-propanoic acid
SMILES	C(=O)(CCNC(=O)C(C(C)(C)COP(=O)(O)O)O)NC(C(=O)O)CS
Canonical_SMILES	SC[C@@H](C(=O)O)NC(=O)CCNC(=O)[C@@H](C(COP(=O)(O)O)(C)C)O
InChI	1/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/f/h13-14,18,20-21H
InChI_3D	1S/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/t7-,9-/m0/s1
AuxInfo	1/1/N:4,5,6,7,9,8,11,1,10,2,3,12,13,14,15,20,16,17,19,18,21,22,23,24,25/E:(1,2)(18,19)(20,21,22)/F:4,5,6,7,9,8,11,1,10,2,3,12,13,14,15,20,16,19,17,21,22,18,23,24,25/E:(1,2)(20,21)/rA:48cCCCCCCCCCCCCNNOOOOOOOOOPSHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s1;s6;;;s2;s3s9;s4s5s8s10;s2s7;s1s11;d1;d2;d3;;s3;s10;;;s8;d18s21s22s23;s9;s4;s4;s4;s5;s5;s5;s6;s6;s7;s7;s8;s8;s9;s9;s10;s11;s13;s14;s19;s20;s21;s22;s25;/rC:;-2.5,-2.5981,0;-.866,2.2321,0;-4,-5.1962,0;-2.634,-4.8301,0;-.5,-.866,0;-1,-1.7321,0;-4.366,-3.8301,0;.5,2.5981,0;-3,-3.4641,0;0,1.7321,0;-3.5,-4.3301,0;-1.5,-2.5981,0;-.5,.866,0;1,0,0;-3,-1.7321,0;-1.7321,1.7321,0;-6.9641,-2.3301,0;-.866,3.2321,0;-3.866,-2.9641,0;-6.5981,-3.6962,0;-5.5981,-1.9641,0;-5.2321,-3.3301,0;-6.0981,-2.8301,0;1,3.4641,0;-4.433,-4.9462,0;-3.567,-5.4462,0;-4.25,-5.6292,0;-2.884,-5.2631,0;-2.384,-4.3971,0;-2.201,-5.0801,0;-.933,-.616,0;-.067,-1.116,0;-1.433,-1.4821,0;-.567,-1.9821,0;-4.116,-3.3971,0;-4.616,-4.2631,0;.067,2.8481,0;.933,2.3481,0;-2.567,-3.7141,0;.433,1.4821,0;-1.25,-3.0311,0;-1,.866,0;-1.299,3.4821,0;-3.866,-2.4641,0;-7.0981,-3.6962,0;-5.0981,-1.9641,0;.75,3.8971,0;
Duplicates	ChEBI15769
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15769.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15769.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15769.sdf