CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI18296 (6939)

Formula C₁₄H₂₃NO₁₅S

MW 477.39

InChIKey HMCUNCSRFXXUOR-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 -625.95825

PM7_Total_Energy_ev -6822.74073

PM7_Electronic_Energy_ev -56298.96669

PM7_Dipole_Debye 7.94362

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.462

PM7_LUMO_Energy_ev -0.241

PM7_COSMO_Area_square_ang 416.98

PM7_COSMO_Volue_cubic_ang 488.66

PM7_Electron_Affinity_ev 0.241

PM7_Ionization_Energy_ev 10.462

PM7_Energy_Gap_ev 10.221

PM7_Global_Hardness_ev 5.1105

PM7_Global_Softness_ev 0.19567556990509735

PM7_Chemical_Potential_ev -5.3515

PM7_Electronigativity_ev 5.3515

PM7_Back_Donation_Energy_ev -1.277625

PM7_Electrophilicity_ev 2.801932516387829

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-2,5-dihydroxy-6-(sulfooxymethyl)tetrahydropyran-4-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES C(=O)(C1C(C(C(C(O1)OC2C(C(OC(C2O)COS(=O)(=O)O)O)NC(=O)C)O)O)O)O

Canonical_SMILES CC(=O)N[C@H]1[C@H](O)O[C@@H]([C@@H]([C@@H]1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)O)COS(=O)(=O)O

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

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

AuxInfo 1/1/N:13,14,2,10,4,8,7,5,9,6,3,1,11,12,15,17,25,24,23,26,16,22,27,18,19,28,30,21,29,20,31/E:(21,22)(24,25,26)/F:13,14,2,10,4,8,7,5,9,6,3,1,11,12,15,17,25,24,23,26,22,16,27,28,18,19,30,21,29,20,31/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;s8;s9;s11;;s6s12;s14;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;4.5686,3.6628,0;-.8675,1.5027,0;2.467,4.8442,0;-.8675,.4975,0;1.8182,4.0831,0;;.8337,4.2588,0;.8675,.4975,0;.4946,5.205,0;2.1278,5.7904,0;.8675,1.5027,0;5.2062,2.8924,0;-.629,6.5467,0;3.5827,3.4959,0;-3.2346,1.9602,0;4.9171,4.6002,0;-1.1464,8.7221,0;-2.6798,7.438,0;0,2.0104,0;1.1399,5.9756,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;-.8909,3.9617,0;2.5912,.7997,0;3.8533,6.0825,0;-2.5552,8.8467,0;1.2132,2.441,0;-1.2711,7.3133,0;-1.9131,8.08,0;-1.0404,1.9719,0;2.9015,5.0916,0;-1.36,.5838,0;2.2498,3.8306,0;-.321,-.3833,0;.8322,3.7588,0;1.0376,.0273,0;.0608,4.9563,0;2.1322,6.2904,0;1.3597,1.4149,0;4.821,2.5737,0;5.5914,3.2112,0;5.5249,2.5072,0;-.2457,6.8677,0;-1.0124,6.2257,0;3.4084,3.0273,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;-1.0637,3.4925,0;2.9122,.4164,0;4.0275,6.5511,0;-2.3837,9.3164,0;

Duplicates ChEBI18296;ChEBI55485;ChEBI145588

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018250-0000018499/ChEBI18296.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018250-0000018499/ChEBI18296.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018250-0000018499/ChEBI18296.sdf

Formula	C₁₄H₂₃NO₁₅S
MW	477.39
InChIKey	HMCUNCSRFXXUOR-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	-625.95825
PM7_Total_Energy_ev	-6822.74073
PM7_Electronic_Energy_ev	-56298.96669
PM7_Dipole_Debye	7.94362
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.462
PM7_LUMO_Energy_ev	-0.241
PM7_COSMO_Area_square_ang	416.98
PM7_COSMO_Volue_cubic_ang	488.66
PM7_Electron_Affinity_ev	0.241
PM7_Ionization_Energy_ev	10.462
PM7_Energy_Gap_ev	10.221
PM7_Global_Hardness_ev	5.1105
PM7_Global_Softness_ev	0.19567556990509735
PM7_Chemical_Potential_ev	-5.3515
PM7_Electronigativity_ev	5.3515
PM7_Back_Donation_Energy_ev	-1.277625
PM7_Electrophilicity_ev	2.801932516387829
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-2,5-dihydroxy-6-(sulfooxymethyl)tetrahydropyran-4-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	C(=O)(C1C(C(C(C(O1)OC2C(C(OC(C2O)COS(=O)(=O)O)O)NC(=O)C)O)O)O)O
Canonical_SMILES	CC(=O)N[C@H]1[C@H](O)O[C@@H]([C@@H]([C@@H]1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)O)COS(=O)(=O)O
InChI	1/C14H23NO15S/c1-3(16)15-5-10(6(17)4(28-13(5)23)2-27-31(24,25)26)29-14-9(20)7(18)8(19)11(30-14)12(21)22/h4-11,13-14,17-20,23H,2H2,1H3,(H,15,16)(H,21,22)(H,24,25,26)/f/h15,21,24H
InChI_3D	1S/C14H23NO15S/c1-3(16)15-5-10(6(17)4(28-13(5)23)2-27-31(24,25)26)29-14-9(20)7(18)8(19)11(30-14)12(21)22/h4-11,13-14,17-20,23H,2H2,1H3,(H,15,16)(H,21,22)(H,24,25,26)/t4-,5-,6+,7+,8+,9-,10-,11+,13-,14-/m1/s1
AuxInfo	1/1/N:13,14,2,10,4,8,7,5,9,6,3,1,11,12,15,17,25,24,23,26,16,22,27,18,19,28,30,21,29,20,31/E:(21,22)(24,25,26)/F:13,14,2,10,4,8,7,5,9,6,3,1,11,12,15,17,25,24,23,26,22,16,27,28,18,19,30,21,29,20,31/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;s8;s9;s11;;s6s12;s14;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;4.5686,3.6628,0;-.8675,1.5027,0;2.467,4.8442,0;-.8675,.4975,0;1.8182,4.0831,0;;.8337,4.2588,0;.8675,.4975,0;.4946,5.205,0;2.1278,5.7904,0;.8675,1.5027,0;5.2062,2.8924,0;-.629,6.5467,0;3.5827,3.4959,0;-3.2346,1.9602,0;4.9171,4.6002,0;-1.1464,8.7221,0;-2.6798,7.438,0;0,2.0104,0;1.1399,5.9756,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;-.8909,3.9617,0;2.5912,.7997,0;3.8533,6.0825,0;-2.5552,8.8467,0;1.2132,2.441,0;-1.2711,7.3133,0;-1.9131,8.08,0;-1.0404,1.9719,0;2.9015,5.0916,0;-1.36,.5838,0;2.2498,3.8306,0;-.321,-.3833,0;.8322,3.7588,0;1.0376,.0273,0;.0608,4.9563,0;2.1322,6.2904,0;1.3597,1.4149,0;4.821,2.5737,0;5.5914,3.2112,0;5.5249,2.5072,0;-.2457,6.8677,0;-1.0124,6.2257,0;3.4084,3.0273,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;-1.0637,3.4925,0;2.9122,.4164,0;4.0275,6.5511,0;-2.3837,9.3164,0;
Duplicates	ChEBI18296;ChEBI55485;ChEBI145588
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018250-0000018499/ChEBI18296.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018250-0000018499/ChEBI18296.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000018250-0000018499/ChEBI18296.sdf