CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI32649 (10369)

Formula C₁₈H₁₉NO₇

MW 361.35

InChIKey UMRVFYHUKNMTTC-MPIMZMORNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 8

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.64

logP 0.6623

PSA 128.48

MR 90.5319

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -198.30533

PM7_Total_Energy_ev -4718.41644

PM7_Electronic_Energy_ev -34310.35859

PM7_Dipole_Debye 1.32736

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.369

PM7_LUMO_Energy_ev -0.187

PM7_COSMO_Area_square_ang 365.97

PM7_COSMO_Volue_cubic_ang 413.58

PM7_Electron_Affinity_ev 0.187

PM7_Ionization_Energy_ev 8.369

PM7_Energy_Gap_ev 8.182

PM7_Global_Hardness_ev 4.091

PM7_Global_Softness_ev 0.24443901246638963

PM7_Chemical_Potential_ev -4.278

PM7_Electronigativity_ev 4.278

PM7_Back_Donation_Energy_ev -1.02275

PM7_Electrophilicity_ev 2.2367738939134685

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(4-phenylanilino)oxy-tetrahydropyran-2-carboxylic acid

SMILES c1ccc(cc1)c2ccc(cc2)NOC3C(C(C(C(O3)C(=O)O)O)O)O

Canonical_SMILES OC(=O)[C@H]1O[C@@H](ONc2ccc(cc2)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C18H19NO7/c20-13-14(21)16(17(23)24)25-18(15(13)22)26-19-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13-16,18-22H,(H,23,24)/f/h23H

InChI_3D 1S/C18H19NO7/c20-13-14(21)16(17(23)24)25-18(15(13)22)26-19-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13-16,18-22H,(H,23,24)/t13-,14-,15+,16-,18-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,16,15,17,14,13,18,19,24,23,25,20,22,21,26/E:(2,3)(4,5)(6,7)(8,9)(23,24)/F:1,2,3,4,5,6,7,8,9,10,11,12,16,15,17,14,13,18,19,24,23,25,22,20,21,26/E:(2,3)(4,5)(6,7)(8,9)/rA:45cCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7s10;s8d9;;s13;s14;s15;s16;s17;s12;d13;s14s18;s13;s15;s16;s17;s18s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s15;s16;s17;s18;s19;s22;s23;s24;s25;/rC:2.6549,8.8592,0;3.2969,8.0924,0;1.6689,8.6922,0;2.9494,7.1492,0;1.3214,7.749,0;2.2562,5.2677,0;.6282,5.8675,0;1.9087,4.3244,0;.2807,4.9242,0;1.9599,6.9727,0;1.6142,6.0344,0;.9192,4.1479,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;.5734,3.2096,0;-3.2346,1.9602,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.2132,2.441,0;2.8278,9.3283,0;3.7896,8.178,0;1.3496,9.077,0;3.2704,6.7659,0;.8284,7.6656,0;2.7488,5.3533,0;.3089,6.2522,0;2.2297,3.9411,0;-.2123,4.8408,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;.0807,3.1247,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates ChEBI32649

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032500-0000032749/ChEBI32649.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032500-0000032749/ChEBI32649.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032500-0000032749/ChEBI32649.sdf

Formula	C₁₈H₁₉NO₇
MW	361.35
InChIKey	UMRVFYHUKNMTTC-MPIMZMORNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	8
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.64
logP	0.6623
PSA	128.48
MR	90.5319
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-198.30533
PM7_Total_Energy_ev	-4718.41644
PM7_Electronic_Energy_ev	-34310.35859
PM7_Dipole_Debye	1.32736
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.369
PM7_LUMO_Energy_ev	-0.187
PM7_COSMO_Area_square_ang	365.97
PM7_COSMO_Volue_cubic_ang	413.58
PM7_Electron_Affinity_ev	0.187
PM7_Ionization_Energy_ev	8.369
PM7_Energy_Gap_ev	8.182
PM7_Global_Hardness_ev	4.091
PM7_Global_Softness_ev	0.24443901246638963
PM7_Chemical_Potential_ev	-4.278
PM7_Electronigativity_ev	4.278
PM7_Back_Donation_Energy_ev	-1.02275
PM7_Electrophilicity_ev	2.2367738939134685
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(4-phenylanilino)oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1ccc(cc1)c2ccc(cc2)NOC3C(C(C(C(O3)C(=O)O)O)O)O
Canonical_SMILES	OC(=O)[C@H]1O[C@@H](ONc2ccc(cc2)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C18H19NO7/c20-13-14(21)16(17(23)24)25-18(15(13)22)26-19-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13-16,18-22H,(H,23,24)/f/h23H
InChI_3D	1S/C18H19NO7/c20-13-14(21)16(17(23)24)25-18(15(13)22)26-19-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13-16,18-22H,(H,23,24)/t13-,14-,15+,16-,18-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,16,15,17,14,13,18,19,24,23,25,20,22,21,26/E:(2,3)(4,5)(6,7)(8,9)(23,24)/F:1,2,3,4,5,6,7,8,9,10,11,12,16,15,17,14,13,18,19,24,23,25,22,20,21,26/E:(2,3)(4,5)(6,7)(8,9)/rA:45cCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7s10;s8d9;;s13;s14;s15;s16;s17;s12;d13;s14s18;s13;s15;s16;s17;s18s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s15;s16;s17;s18;s19;s22;s23;s24;s25;/rC:2.6549,8.8592,0;3.2969,8.0924,0;1.6689,8.6922,0;2.9494,7.1492,0;1.3214,7.749,0;2.2562,5.2677,0;.6282,5.8675,0;1.9087,4.3244,0;.2807,4.9242,0;1.9599,6.9727,0;1.6142,6.0344,0;.9192,4.1479,0;-2.5903,1.1954,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;.5734,3.2096,0;-3.2346,1.9602,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.2132,2.441,0;2.8278,9.3283,0;3.7896,8.178,0;1.3496,9.077,0;3.2704,6.7659,0;.8284,7.6656,0;2.7488,5.3533,0;.3089,6.2522,0;2.2297,3.9411,0;-.2123,4.8408,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;.0807,3.1247,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	ChEBI32649
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032500-0000032749/ChEBI32649.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032500-0000032749/ChEBI32649.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032500-0000032749/ChEBI32649.sdf