CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI183040_s0_p0 (97922)

Formula C₂₄H₄₄NO₉P

MW 521.59

InChIKey HLISFLFEEBTXRV-XYULLFFJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 79

Number_Heavy_Atoms 35

Number_Rings 0

Number_Bonds 78

Rotat_Bonds 27

Unbranched_Chain 17

Chiral_Centers 2

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 0.71

logP 4.9498

PSA 175.42

MR 135.455

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -491.74038

PM7_Total_Energy_ev -6565.14081

PM7_Electronic_Energy_ev -67282.82009

PM7_Dipole_Debye 2.48996

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.584

PM7_LUMO_Energy_ev -0.855

PM7_COSMO_Area_square_ang 463.47

PM7_COSMO_Volue_cubic_ang 699.88

PM7_Electron_Affinity_ev 0.855

PM7_Ionization_Energy_ev 9.584

PM7_Energy_Gap_ev 8.729

PM7_Global_Hardness_ev 4.3645

PM7_Global_Softness_ev 0.2291213197388017

PM7_Chemical_Potential_ev -5.2195

PM7_Electronigativity_ev 5.2195

PM7_Back_Donation_Energy_ev -1.091125

PM7_Electrophilicity_ev 3.1209967063810287

OPENEYE_Name (2~{S})-2-amino-3-[hydroxy-[(2~{R})-2-hydroxy-3-[(9~{Z},12~{Z})-octadeca-9,12-dienoyl]oxy-propoxy]phosphoryl]oxy-propanoic acid

SMILES C(=CCCCCC)CC=CCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N)O

Canonical_SMILES CCCCC/C=CC/C=CCCCCCCCC(=O)OC[C@H](CO[P@](=O)(OC[C@@H](C(=O)O)N)O)O

InChI 1/C24H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h6-7,9-10,21-22,26H,2-5,8,11-20,25H2,1H3,(H,28,29)(H,30,31)/f/h28,30H

InChI_3D 1S/C24H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h6-7,9-10,21-22,26H,2-5,8,11-20,25H2,1H3,(H,28,29)(H,30,31)/b7-6-,10-9-/t21-,22+/m1/s1

AuxInfo 1/1/N:7,12,16,13,9,3,1,8,2,4,10,14,17,19,18,15,11,21,22,20,24,23,5,6,25,30,26,27,29,28,31,32,34,33,35/E:(28,29)(30,31)/F:7,12,16,13,9,3,1,8,2,4,10,14,17,19,18,15,11,21,22,20,24,23,5,6,25,30,26,29,27,31,28,32,34,33,35/rA:79cCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;w1;w2;;;;s1s2;s3;s4;s5;s7;s9;s10;s11;s12s13;s14;s15;s17s18;;;;s6s20;s21s22;s23;d5;d6;;s6;s24;;s5s21;s20;s22;d28s31s33s34;s1;s2;s3;s4;s7;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;s25;s29;s30;s31;/rC:;-1,1.7321,0;-.5,-.866,0;-.5,2.5981,0;-4.5,9.5263,0;-10.0981,11.4904,0;2,-5.1962,0;-.5,.866,0;0,-1.7321,0;-1,3.4641,0;-4,8.6603,0;1.5,-4.3301,0;.5,-2.5981,0;-1.5,4.3301,0;-3.5,7.7942,0;1,-3.4641,0;-2,5.1962,0;-3,6.9282,0;-2.5,6.0622,0;-9.732,12.8564,0;-6,10.3923,0;-7,12.1244,0;-10.5981,12.3564,0;-6.5,11.2583,0;-11.4641,11.8564,0;-4,10.3923,0;-10.5981,10.6244,0;-8.5,14.7224,0;-9.0981,11.4904,0;-7.366,10.7583,0;-7.134,14.3564,0;-5.5,9.5263,0;-8.866,13.3564,0;-7.5,12.9904,0;-8,13.8564,0;.5,0,0;-1.5,1.7321,0;-1,-.866,0;0,2.5981,0;1.567,-5.4462,0;2.433,-4.9462,0;2.25,-5.6292,0;-.933,.616,0;-.067,1.116,0;.433,-1.4821,0;-.433,-1.9821,0;-1.433,3.2141,0;-.567,3.7141,0;-3.567,8.9103,0;-4.433,8.4103,0;1.933,-4.0801,0;1.067,-4.5801,0;.067,-2.8481,0;.933,-2.3481,0;-1.933,4.0801,0;-1.067,4.5801,0;-3.067,8.0442,0;-3.933,7.5442,0;1.433,-3.2141,0;.567,-3.7141,0;-2.433,4.9462,0;-1.567,5.4462,0;-2.567,7.1782,0;-3.433,6.6782,0;-2.933,5.8122,0;-2.067,6.3122,0;-9.982,13.2894,0;-9.482,12.4234,0;-5.567,10.6423,0;-6.433,10.1423,0;-7.433,11.8744,0;-6.567,12.3744,0;-10.8481,12.7894,0;-6.067,11.5083,0;-11.4641,11.3564,0;-11.8971,12.1064,0;-8.8481,11.0574,0;-7.366,10.2583,0;-7.134,14.8564,0;

Duplicates ChEBI183040_s0_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183040_s0_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183040_s0_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183040_s0_p0.sdf

Formula	C₂₄H₄₄NO₉P
MW	521.59
InChIKey	HLISFLFEEBTXRV-XYULLFFJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	79
Number_Heavy_Atoms	35
Number_Rings	0
Number_Bonds	78
Rotat_Bonds	27
Unbranched_Chain	17
Chiral_Centers	2
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	0.71
logP	4.9498
PSA	175.42
MR	135.455
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-491.74038
PM7_Total_Energy_ev	-6565.14081
PM7_Electronic_Energy_ev	-67282.82009
PM7_Dipole_Debye	2.48996
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.584
PM7_LUMO_Energy_ev	-0.855
PM7_COSMO_Area_square_ang	463.47
PM7_COSMO_Volue_cubic_ang	699.88
PM7_Electron_Affinity_ev	0.855
PM7_Ionization_Energy_ev	9.584
PM7_Energy_Gap_ev	8.729
PM7_Global_Hardness_ev	4.3645
PM7_Global_Softness_ev	0.2291213197388017
PM7_Chemical_Potential_ev	-5.2195
PM7_Electronigativity_ev	5.2195
PM7_Back_Donation_Energy_ev	-1.091125
PM7_Electrophilicity_ev	3.1209967063810287
OPENEYE_Name	(2~{S})-2-amino-3-[hydroxy-[(2~{R})-2-hydroxy-3-[(9~{Z},12~{Z})-octadeca-9,12-dienoyl]oxy-propoxy]phosphoryl]oxy-propanoic acid
SMILES	C(=CCCCCC)CC=CCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N)O
Canonical_SMILES	CCCCC/C=CC/C=CCCCCCCCC(=O)OC[C@H](CO[P@](=O)(OC[C@@H](C(=O)O)N)O)O
InChI	1/C24H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h6-7,9-10,21-22,26H,2-5,8,11-20,25H2,1H3,(H,28,29)(H,30,31)/f/h28,30H
InChI_3D	1S/C24H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h6-7,9-10,21-22,26H,2-5,8,11-20,25H2,1H3,(H,28,29)(H,30,31)/b7-6-,10-9-/t21-,22+/m1/s1
AuxInfo	1/1/N:7,12,16,13,9,3,1,8,2,4,10,14,17,19,18,15,11,21,22,20,24,23,5,6,25,30,26,27,29,28,31,32,34,33,35/E:(28,29)(30,31)/F:7,12,16,13,9,3,1,8,2,4,10,14,17,19,18,15,11,21,22,20,24,23,5,6,25,30,26,29,27,31,28,32,34,33,35/rA:79cCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;w1;w2;;;;s1s2;s3;s4;s5;s7;s9;s10;s11;s12s13;s14;s15;s17s18;;;;s6s20;s21s22;s23;d5;d6;;s6;s24;;s5s21;s20;s22;d28s31s33s34;s1;s2;s3;s4;s7;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;s25;s29;s30;s31;/rC:;-1,1.7321,0;-.5,-.866,0;-.5,2.5981,0;-4.5,9.5263,0;-10.0981,11.4904,0;2,-5.1962,0;-.5,.866,0;0,-1.7321,0;-1,3.4641,0;-4,8.6603,0;1.5,-4.3301,0;.5,-2.5981,0;-1.5,4.3301,0;-3.5,7.7942,0;1,-3.4641,0;-2,5.1962,0;-3,6.9282,0;-2.5,6.0622,0;-9.732,12.8564,0;-6,10.3923,0;-7,12.1244,0;-10.5981,12.3564,0;-6.5,11.2583,0;-11.4641,11.8564,0;-4,10.3923,0;-10.5981,10.6244,0;-8.5,14.7224,0;-9.0981,11.4904,0;-7.366,10.7583,0;-7.134,14.3564,0;-5.5,9.5263,0;-8.866,13.3564,0;-7.5,12.9904,0;-8,13.8564,0;.5,0,0;-1.5,1.7321,0;-1,-.866,0;0,2.5981,0;1.567,-5.4462,0;2.433,-4.9462,0;2.25,-5.6292,0;-.933,.616,0;-.067,1.116,0;.433,-1.4821,0;-.433,-1.9821,0;-1.433,3.2141,0;-.567,3.7141,0;-3.567,8.9103,0;-4.433,8.4103,0;1.933,-4.0801,0;1.067,-4.5801,0;.067,-2.8481,0;.933,-2.3481,0;-1.933,4.0801,0;-1.067,4.5801,0;-3.067,8.0442,0;-3.933,7.5442,0;1.433,-3.2141,0;.567,-3.7141,0;-2.433,4.9462,0;-1.567,5.4462,0;-2.567,7.1782,0;-3.433,6.6782,0;-2.933,5.8122,0;-2.067,6.3122,0;-9.982,13.2894,0;-9.482,12.4234,0;-5.567,10.6423,0;-6.433,10.1423,0;-7.433,11.8744,0;-6.567,12.3744,0;-10.8481,12.7894,0;-6.067,11.5083,0;-11.4641,11.3564,0;-11.8971,12.1064,0;-8.8481,11.0574,0;-7.366,10.2583,0;-7.134,14.8564,0;
Duplicates	ChEBI183040_s0_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183040_s0_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183040_s0_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183040_s0_p0.sdf