CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI18250 (6911)

Formula C₁₄H₂₃NO₁₅S

MW 477.39

InChIKey AVJBPWGFOQAPRH-JCNWHWHKNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 55

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 16

HB_Donor 8

HB_Acceptor 11

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 16

Lipinski_Violations 2

XLogP3 0

XLogP -5.82

logP -3.8623

PSA 267.22

MR 90.6423

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -618.63082

PM7_Total_Energy_ev -6822.34327

PM7_Electronic_Energy_ev -59460.58172

PM7_Dipole_Debye 9.2596

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.2

PM7_LUMO_Energy_ev -0.049

PM7_COSMO_Area_square_ang 384.59

PM7_COSMO_Volue_cubic_ang 489.77

PM7_Electron_Affinity_ev 0.049

PM7_Ionization_Energy_ev 10.2

PM7_Energy_Gap_ev 10.151

PM7_Global_Hardness_ev 5.0755

PM7_Global_Softness_ev 0.19702492365284208

PM7_Chemical_Potential_ev -5.1245

PM7_Electronigativity_ev 5.1245

PM7_Back_Donation_Energy_ev -1.268875

PM7_Electrophilicity_ev 2.5869865284208453

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{R})-6-[(2~{R},3~{R},4~{R},5~{R},6~{R})-3-acetamido-2-hydroxy-6-(hydroxymethyl)-5-sulfooxy-tetrahydropyran-4-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES C(=O)(C1C(C(C(C(O1)OC2C(C(OC(C2OS(=O)(=O)O)CO)O)NC(=O)C)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](O)[C@@H]([C@H]([C@H]1OS(=O)(=O)O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)NC(=O)C

InChI 1/C14H23NO15S/c1-3(17)15-5-10(9(30-31(24,25)26)4(2-16)27-13(5)23)28-14-8(20)6(18)7(19)11(29-14)12(21)22/h4-11,13-14,16,18-20,23H,2H2,1H3,(H,15,17)(H,21,22)(H,24,25,26)/f/h15,21,24H

InChI_3D 1S/C14H23NO15S/c1-3(17)15-5-10(9(30-31(24,25)26)4(2-16)27-13(5)23)28-14-8(20)6(18)7(19)11(29-14)12(21)22/h4-11,13-14,16,18-20,23H,2H2,1H3,(H,15,17)(H,21,22)(H,24,25,26)/t4-,5-,6+,7+,8-,9+,10-,11+,13-,14-/m1/s1

AuxInfo 1/1/N:13,14,2,10,4,7,5,9,8,6,3,1,11,12,15,27,17,24,23,25,16,22,26,18,19,28,21,29,20,30,31/E:(21,22)(24,25,26)/F:13,14,2,10,4,7,5,9,8,6,3,1,11,12,15,27,17,24,23,25,22,16,26,28,18,19,21,29,20,30,31/E:(25,26)/CRV:31.6/rA:54cCCCCCCCCCCCCCCNOOOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:;s1;;s3;s4;s5;s6;s7;s8;s4;s9;s2;s10;s2s4;d1;d2;;;s3s12;s10s11;s1;s5;s7;s9;s11;s14;;s6s12;s8;d18d19s28s30;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s15;s22;s23;s24;s25;s26;s27;s28;/rC:-2.5903,1.1954,0;.231,3.2674,0;-.8675,1.5027,0;1.559,4.3794,0;-.8675,.4975,0;1.5589,3.3794,0;;2.422,2.8743,0;.8675,.4975,0;3.294,3.3743,0;2.431,4.8794,0;.8675,1.5027,0;-.754,3.0948,0;5.0195,3.6663,0;.574,4.2068,0;-3.2346,1.9602,0;.873,2.5007,0;4.95,1.4005,0;3.4128,.121,0;0,2.0104,0;3.303,4.3794,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.3075,6.2211,0;6.0055,3.8331,0;4.8212,-.0078,0;1.2132,2.441,0;3.5416,1.5293,0;4.1814,.7607,0;-1.0404,1.9719,0;1.3889,4.8496,0;-1.36,.5838,0;1.0667,3.4672,0;-.321,-.3833,0;2.0988,2.4928,0;1.0376,.0273,0;3.4627,2.9036,0;2.752,5.2628,0;1.3597,1.4149,0;-.8403,3.5873,0;-.6677,2.6023,0;-1.2465,3.0085,0;4.9361,4.1593,0;5.1029,3.1733,0;.253,4.5901,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.7627,1.2694,0;1.4789,6.6908,0;6.1797,4.3018,0;5.3139,.0771,0;

Duplicates ChEBI18250;ChEBI18376;ChEBI145591;ChEBI145592

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018250-0000018499/ChEBI18250.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018250-0000018499/ChEBI18250.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018250-0000018499/ChEBI18250.sdf

Formula	C₁₄H₂₃NO₁₅S
MW	477.39
InChIKey	AVJBPWGFOQAPRH-JCNWHWHKNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	55
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	16
HB_Donor	8
HB_Acceptor	11
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	16
Lipinski_Violations	2
XLogP3	0
XLogP	-5.82
logP	-3.8623
PSA	267.22
MR	90.6423
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-618.63082
PM7_Total_Energy_ev	-6822.34327
PM7_Electronic_Energy_ev	-59460.58172
PM7_Dipole_Debye	9.2596
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.2
PM7_LUMO_Energy_ev	-0.049
PM7_COSMO_Area_square_ang	384.59
PM7_COSMO_Volue_cubic_ang	489.77
PM7_Electron_Affinity_ev	0.049
PM7_Ionization_Energy_ev	10.2
PM7_Energy_Gap_ev	10.151
PM7_Global_Hardness_ev	5.0755
PM7_Global_Softness_ev	0.19702492365284208
PM7_Chemical_Potential_ev	-5.1245
PM7_Electronigativity_ev	5.1245
PM7_Back_Donation_Energy_ev	-1.268875
PM7_Electrophilicity_ev	2.5869865284208453
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{R})-6-[(2~{R},3~{R},4~{R},5~{R},6~{R})-3-acetamido-2-hydroxy-6-(hydroxymethyl)-5-sulfooxy-tetrahydropyran-4-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	C(=O)(C1C(C(C(C(O1)OC2C(C(OC(C2OS(=O)(=O)O)CO)O)NC(=O)C)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O)[C@@H]([C@H]([C@H]1OS(=O)(=O)O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)NC(=O)C
InChI	1/C14H23NO15S/c1-3(17)15-5-10(9(30-31(24,25)26)4(2-16)27-13(5)23)28-14-8(20)6(18)7(19)11(29-14)12(21)22/h4-11,13-14,16,18-20,23H,2H2,1H3,(H,15,17)(H,21,22)(H,24,25,26)/f/h15,21,24H
InChI_3D	1S/C14H23NO15S/c1-3(17)15-5-10(9(30-31(24,25)26)4(2-16)27-13(5)23)28-14-8(20)6(18)7(19)11(29-14)12(21)22/h4-11,13-14,16,18-20,23H,2H2,1H3,(H,15,17)(H,21,22)(H,24,25,26)/t4-,5-,6+,7+,8-,9+,10-,11+,13-,14-/m1/s1
AuxInfo	1/1/N:13,14,2,10,4,7,5,9,8,6,3,1,11,12,15,27,17,24,23,25,16,22,26,18,19,28,21,29,20,30,31/E:(21,22)(24,25,26)/F:13,14,2,10,4,7,5,9,8,6,3,1,11,12,15,27,17,24,23,25,22,16,26,28,18,19,21,29,20,30,31/E:(25,26)/CRV:31.6/rA:54cCCCCCCCCCCCCCCNOOOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:;s1;;s3;s4;s5;s6;s7;s8;s4;s9;s2;s10;s2s4;d1;d2;;;s3s12;s10s11;s1;s5;s7;s9;s11;s14;;s6s12;s8;d18d19s28s30;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s15;s22;s23;s24;s25;s26;s27;s28;/rC:-2.5903,1.1954,0;.231,3.2674,0;-.8675,1.5027,0;1.559,4.3794,0;-.8675,.4975,0;1.5589,3.3794,0;;2.422,2.8743,0;.8675,.4975,0;3.294,3.3743,0;2.431,4.8794,0;.8675,1.5027,0;-.754,3.0948,0;5.0195,3.6663,0;.574,4.2068,0;-3.2346,1.9602,0;.873,2.5007,0;4.95,1.4005,0;3.4128,.121,0;0,2.0104,0;3.303,4.3794,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.3075,6.2211,0;6.0055,3.8331,0;4.8212,-.0078,0;1.2132,2.441,0;3.5416,1.5293,0;4.1814,.7607,0;-1.0404,1.9719,0;1.3889,4.8496,0;-1.36,.5838,0;1.0667,3.4672,0;-.321,-.3833,0;2.0988,2.4928,0;1.0376,.0273,0;3.4627,2.9036,0;2.752,5.2628,0;1.3597,1.4149,0;-.8403,3.5873,0;-.6677,2.6023,0;-1.2465,3.0085,0;4.9361,4.1593,0;5.1029,3.1733,0;.253,4.5901,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.7627,1.2694,0;1.4789,6.6908,0;6.1797,4.3018,0;5.3139,.0771,0;
Duplicates	ChEBI18250;ChEBI18376;ChEBI145591;ChEBI145592
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018250-0000018499/ChEBI18250.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018250-0000018499/ChEBI18250.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018250-0000018499/ChEBI18250.sdf