CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9672_p0 (4442)

Formula C₁₈H₂₅NO₅

MW 335.4

InChIKey GOENJWUGVSLZDQ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 24

Number_Rings 2

Number_Bonds 50

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 0.96

logP 1.2984

PSA 76.07

MR 93.5328

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -177.2803

PM7_Total_Energy_ev -4210.28088

PM7_Electronic_Energy_ev -34768.12021

PM7_Dipole_Debye 2.09637

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.114

PM7_LUMO_Energy_ev 0.143

PM7_COSMO_Area_square_ang 339.73

PM7_COSMO_Volue_cubic_ang 416.99

PM7_Electron_Affinity_ev -0.143

PM7_Ionization_Energy_ev 9.114

PM7_Energy_Gap_ev 9.257

PM7_Global_Hardness_ev 4.6285

PM7_Global_Softness_ev 0.21605271686291455

PM7_Chemical_Potential_ev -4.4855

PM7_Electronigativity_ev 4.4855

PM7_Back_Donation_Energy_ev -1.157125

PM7_Electrophilicity_ev 2.173459031003565

OPENEYE_Name [(4~{R},7~{R},8~{R})-7-[(~{Z})-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3~{H}-pyrrolizin-1-yl]methyl (~{Z})-2-(hydroxymethyl)but-2-enoate

SMILES C1=C(C2C(CCN2C1)OC(=O)C(=CC)C)COC(=O)C(=CC)CO

Canonical_SMILES C/C=C(C(=O)O[C@@H]1CCN2[C@@H]1C(=CC2)COC(=O)/C(=CC)/CO)/C

InChI 1/C18H25NO5/c1-4-12(3)17(21)24-15-7-9-19-8-6-14(16(15)19)11-23-18(22)13(5-2)10-20/h4-6,15-16,20H,7-11H2,1-3H3

InChI_3D 1S/C18H25NO5/c1-4-12(3)17(21)24-15-7-9-19-8-6-14(16(15)19)11-23-18(22)13(5-2)10-20/h4-6,15-16,20H,7-11H2,1-3H3/b12-4-,13-5-/t15-,16-/m1/s1

AuxInfo 1/0/N:14,15,16,3,4,1,10,9,11,18,17,5,6,2,13,12,7,8,19,22,20,21,24,23/rA:49cCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;w3;w4;s5;s6;s1;;s10;s2;s10s12;s3;s4;s5;s2;s6;s9s11s12;d7;d8;s18;s7s13;s8s17;s1;s3;s4;s9;s9;s10;s10;s11;s11;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s22;/rC:;.5841,.8125,0;2.8336,4.2681,0;-.6709,4.6105,0;2.2495,3.4565,0;-1.3363,3.8641,0;2.6604,2.5448,0;-1.0226,2.9146,0;.5923,-.8064,0;3.079,.0148,0;2.4945,-.7973,0;1.5372,.508,0;2.4872,.8214,0;2.4227,5.1798,0;-.9846,5.56,0;1.2545,3.5565,0;.2704,1.762,0;-2.3155,4.0671,0;1.5417,-.4924,0;3.6554,2.4448,0;-1.688,2.1681,0;-3.2946,4.2702,0;2.0763,1.7331,0;-.0434,2.7115,0;-.5,-.0026,0;3.3311,4.2181,0;-.1813,4.509,0;.7981,-1.2621,0;.1606,-1.0587,0;3.449,.3511,0;3.4521,-.3181,0;2.9286,-1.0454,0;2.2932,-1.255,0;1.5348,1.008,0;2.9191,1.0734,0;1.9669,4.9744,0;2.2173,5.6357,0;2.8786,5.3853,0;-1.4594,5.4032,0;-.5099,5.7169,0;-1.1415,6.0348,0;1.2045,3.059,0;.757,3.6065,0;1.3045,4.0539,0;-.2044,1.6051,0;.7451,1.9189,0;-2.417,3.5775,0;-2.214,4.5567,0;-3.6274,3.8969,0;

Duplicates ChEBI9672_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9672_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9672_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9672_p0.sdf

Formula	C₁₈H₂₅NO₅
MW	335.4
InChIKey	GOENJWUGVSLZDQ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	24
Number_Rings	2
Number_Bonds	50
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	0.96
logP	1.2984
PSA	76.07
MR	93.5328
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-177.2803
PM7_Total_Energy_ev	-4210.28088
PM7_Electronic_Energy_ev	-34768.12021
PM7_Dipole_Debye	2.09637
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.114
PM7_LUMO_Energy_ev	0.143
PM7_COSMO_Area_square_ang	339.73
PM7_COSMO_Volue_cubic_ang	416.99
PM7_Electron_Affinity_ev	-0.143
PM7_Ionization_Energy_ev	9.114
PM7_Energy_Gap_ev	9.257
PM7_Global_Hardness_ev	4.6285
PM7_Global_Softness_ev	0.21605271686291455
PM7_Chemical_Potential_ev	-4.4855
PM7_Electronigativity_ev	4.4855
PM7_Back_Donation_Energy_ev	-1.157125
PM7_Electrophilicity_ev	2.173459031003565
OPENEYE_Name	[(4~{R},7~{R},8~{R})-7-[(~{Z})-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3~{H}-pyrrolizin-1-yl]methyl (~{Z})-2-(hydroxymethyl)but-2-enoate
SMILES	C1=C(C2C(CCN2C1)OC(=O)C(=CC)C)COC(=O)C(=CC)CO
Canonical_SMILES	C/C=C(C(=O)O[C@@H]1CCN2[C@@H]1C(=CC2)COC(=O)/C(=CC)/CO)/C
InChI	1/C18H25NO5/c1-4-12(3)17(21)24-15-7-9-19-8-6-14(16(15)19)11-23-18(22)13(5-2)10-20/h4-6,15-16,20H,7-11H2,1-3H3
InChI_3D	1S/C18H25NO5/c1-4-12(3)17(21)24-15-7-9-19-8-6-14(16(15)19)11-23-18(22)13(5-2)10-20/h4-6,15-16,20H,7-11H2,1-3H3/b12-4-,13-5-/t15-,16-/m1/s1
AuxInfo	1/0/N:14,15,16,3,4,1,10,9,11,18,17,5,6,2,13,12,7,8,19,22,20,21,24,23/rA:49cCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;w3;w4;s5;s6;s1;;s10;s2;s10s12;s3;s4;s5;s2;s6;s9s11s12;d7;d8;s18;s7s13;s8s17;s1;s3;s4;s9;s9;s10;s10;s11;s11;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s22;/rC:;.5841,.8125,0;2.8336,4.2681,0;-.6709,4.6105,0;2.2495,3.4565,0;-1.3363,3.8641,0;2.6604,2.5448,0;-1.0226,2.9146,0;.5923,-.8064,0;3.079,.0148,0;2.4945,-.7973,0;1.5372,.508,0;2.4872,.8214,0;2.4227,5.1798,0;-.9846,5.56,0;1.2545,3.5565,0;.2704,1.762,0;-2.3155,4.0671,0;1.5417,-.4924,0;3.6554,2.4448,0;-1.688,2.1681,0;-3.2946,4.2702,0;2.0763,1.7331,0;-.0434,2.7115,0;-.5,-.0026,0;3.3311,4.2181,0;-.1813,4.509,0;.7981,-1.2621,0;.1606,-1.0587,0;3.449,.3511,0;3.4521,-.3181,0;2.9286,-1.0454,0;2.2932,-1.255,0;1.5348,1.008,0;2.9191,1.0734,0;1.9669,4.9744,0;2.2173,5.6357,0;2.8786,5.3853,0;-1.4594,5.4032,0;-.5099,5.7169,0;-1.1415,6.0348,0;1.2045,3.059,0;.757,3.6065,0;1.3045,4.0539,0;-.2044,1.6051,0;.7451,1.9189,0;-2.417,3.5775,0;-2.214,4.5567,0;-3.6274,3.8969,0;
Duplicates	ChEBI9672_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9672_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9672_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9672_p0.sdf