CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI15931_s0 (5277)

Formula C₁₄H₂₁NO₁₄S

MW 459.38

InChIKey BWBRFVRXCBBDEH-AXMUIOMANA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 52

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 15

HB_Donor 7

HB_Acceptor 10

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 15

Lipinski_Violations 2

XLogP3 0

XLogP -5.32

logP -2.7079

PSA 246.99

MR 89.0065

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -556.66535

PM7_Total_Energy_ev -6499.524

PM7_Electronic_Energy_ev -55254.24936

PM7_Dipole_Debye 10.43998

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.822

PM7_LUMO_Energy_ev -0.512

PM7_COSMO_Area_square_ang 374.23

PM7_COSMO_Volue_cubic_ang 472.44

PM7_Electron_Affinity_ev 0.512

PM7_Ionization_Energy_ev 9.822

PM7_Energy_Gap_ev 9.31

PM7_Global_Hardness_ev 4.655

PM7_Global_Softness_ev 0.21482277121374865

PM7_Chemical_Potential_ev -5.167

PM7_Electronigativity_ev 5.167

PM7_Back_Donation_Energy_ev -1.16375

PM7_Electrophilicity_ev 2.8676572502685285

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

SMILES C1=C(OC(C(C1O)O)OC2C(C(OC(C2OS(=O)(=O)O)CO)O)NC(=O)C)C(=O)O

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

InChI 1/C14H21NO14S/c1-4(17)15-8-11(10(29-30(23,24)25)7(3-16)26-13(8)22)28-14-9(19)5(18)2-6(27-14)12(20)21/h2,5,7-11,13-14,16,18-19,22H,3H2,1H3,(H,15,17)(H,20,21)(H,23,24,25)/f/h15,20,23H

InChI_3D 1S/C14H21NO14S/c1-4(17)15-8-11(10(29-30(23,24)25)7(3-16)26-13(8)22)28-14-9(19)5(18)2-6(27-14)12(20)21/h2,5,7-11,13-14,16,18-19,22H,3H2,1H3,(H,15,17)(H,20,21)(H,23,24,25)/t5-,7+,8+,9+,10-,11+,13+,14-/m0/s1

AuxInfo 1/1/N:13,1,14,4,5,2,10,6,7,9,8,3,11,12,15,26,17,23,24,16,22,25,18,19,27,21,20,28,29,30/E:(20,21)(23,24,25)/F:13,1,14,4,5,2,10,6,7,9,8,3,11,12,15,26,17,23,24,22,16,25,27,18,19,21,20,28,29,30/E:(24,25)/CRV:30.6/rA:51cCCCCCCCCCCCCCCNOOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;s1;;s5;s6;s8;s9;s6;s7;s4;s10;s4s6;d3;d4;;;s2s12;s10s11;s3;s5;s7;s11;s14;;s8s12;s9;d18d19s27s29;s1;s5;s6;s7;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s15;s22;s23;s24;s25;s26;s27;/rC:-.8675,.4975,0;-.8675,1.5027,0;-1.735,2.0001,0;-.5474,5.5478,0;;1.8183,5.0832,0;.8675,.4975,0;1.8182,4.0831,0;2.6813,3.578,0;3.5533,4.0781,0;2.6903,5.5832,0;.8675,1.5027,0;-.2045,6.4871,0;5.2788,4.37,0;.0946,4.7811,0;-1.7379,3.0001,0;-1.5324,5.3751,0;5.2092,2.1043,0;3.6721,.8247,0;0,2.0104,0;3.5622,5.0832,0;-2.5995,1.4976,0;1.1236,-1.3417,0;1.8525,.6702,0;1.5668,6.9249,0;6.2648,4.5369,0;5.0805,.6959,0;1.2132,2.441,0;3.8009,2.2331,0;4.4407,1.4645,0;-1.3001,.2469,0;-.321,-.3833,0;1.6482,5.5534,0;1.0376,.0273,0;1.326,4.1709,0;2.358,3.1966,0;3.722,3.6074,0;3.0113,5.9665,0;1.3597,1.4149,0;-.6741,6.6586,0;.2652,6.3156,0;-.033,6.9568,0;5.1954,4.863,0;5.3622,3.8771,0;-.0769,4.3114,0;-3.0333,1.7463,0;.9521,-1.8113,0;2.0239,1.1399,0;1.7382,7.3946,0;6.439,5.0056,0;5.5732,.7808,0;

Duplicates ChEBI15931_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15931_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15931_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15931_s0.sdf

Formula	C₁₄H₂₁NO₁₄S
MW	459.38
InChIKey	BWBRFVRXCBBDEH-AXMUIOMANA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	52
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	15
HB_Donor	7
HB_Acceptor	10
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	15
Lipinski_Violations	2
XLogP3	0
XLogP	-5.32
logP	-2.7079
PSA	246.99
MR	89.0065
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-556.66535
PM7_Total_Energy_ev	-6499.524
PM7_Electronic_Energy_ev	-55254.24936
PM7_Dipole_Debye	10.43998
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.822
PM7_LUMO_Energy_ev	-0.512
PM7_COSMO_Area_square_ang	374.23
PM7_COSMO_Volue_cubic_ang	472.44
PM7_Electron_Affinity_ev	0.512
PM7_Ionization_Energy_ev	9.822
PM7_Energy_Gap_ev	9.31
PM7_Global_Hardness_ev	4.655
PM7_Global_Softness_ev	0.21482277121374865
PM7_Chemical_Potential_ev	-5.167
PM7_Electronigativity_ev	5.167
PM7_Back_Donation_Energy_ev	-1.16375
PM7_Electrophilicity_ev	2.8676572502685285
OPENEYE_Name	(2~{R},3~{R},4~{S})-2-[(2~{R},3~{R},4~{R},5~{R},6~{R})-3-acetamido-2-hydroxy-6-(hydroxymethyl)-5-sulfooxy-tetrahydropyran-4-yl]oxy-3,4-dihydroxy-3,4-dihydro-2~{H}-pyran-6-carboxylic acid
SMILES	C1=C(OC(C(C1O)O)OC2C(C(OC(C2OS(=O)(=O)O)CO)O)NC(=O)C)C(=O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O)[C@@H]([C@H]([C@H]1OS(=O)(=O)O)O[C@@H]1OC(=C[C@@H]([C@H]1O)O)C(=O)O)NC(=O)C
InChI	1/C14H21NO14S/c1-4(17)15-8-11(10(29-30(23,24)25)7(3-16)26-13(8)22)28-14-9(19)5(18)2-6(27-14)12(20)21/h2,5,7-11,13-14,16,18-19,22H,3H2,1H3,(H,15,17)(H,20,21)(H,23,24,25)/f/h15,20,23H
InChI_3D	1S/C14H21NO14S/c1-4(17)15-8-11(10(29-30(23,24)25)7(3-16)26-13(8)22)28-14-9(19)5(18)2-6(27-14)12(20)21/h2,5,7-11,13-14,16,18-19,22H,3H2,1H3,(H,15,17)(H,20,21)(H,23,24,25)/t5-,7+,8+,9+,10-,11+,13+,14-/m0/s1
AuxInfo	1/1/N:13,1,14,4,5,2,10,6,7,9,8,3,11,12,15,26,17,23,24,16,22,25,18,19,27,21,20,28,29,30/E:(20,21)(23,24,25)/F:13,1,14,4,5,2,10,6,7,9,8,3,11,12,15,26,17,23,24,22,16,25,27,18,19,21,20,28,29,30/E:(24,25)/CRV:30.6/rA:51cCCCCCCCCCCCCCCNOOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;s1;;s5;s6;s8;s9;s6;s7;s4;s10;s4s6;d3;d4;;;s2s12;s10s11;s3;s5;s7;s11;s14;;s8s12;s9;d18d19s27s29;s1;s5;s6;s7;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s15;s22;s23;s24;s25;s26;s27;/rC:-.8675,.4975,0;-.8675,1.5027,0;-1.735,2.0001,0;-.5474,5.5478,0;;1.8183,5.0832,0;.8675,.4975,0;1.8182,4.0831,0;2.6813,3.578,0;3.5533,4.0781,0;2.6903,5.5832,0;.8675,1.5027,0;-.2045,6.4871,0;5.2788,4.37,0;.0946,4.7811,0;-1.7379,3.0001,0;-1.5324,5.3751,0;5.2092,2.1043,0;3.6721,.8247,0;0,2.0104,0;3.5622,5.0832,0;-2.5995,1.4976,0;1.1236,-1.3417,0;1.8525,.6702,0;1.5668,6.9249,0;6.2648,4.5369,0;5.0805,.6959,0;1.2132,2.441,0;3.8009,2.2331,0;4.4407,1.4645,0;-1.3001,.2469,0;-.321,-.3833,0;1.6482,5.5534,0;1.0376,.0273,0;1.326,4.1709,0;2.358,3.1966,0;3.722,3.6074,0;3.0113,5.9665,0;1.3597,1.4149,0;-.6741,6.6586,0;.2652,6.3156,0;-.033,6.9568,0;5.1954,4.863,0;5.3622,3.8771,0;-.0769,4.3114,0;-3.0333,1.7463,0;.9521,-1.8113,0;2.0239,1.1399,0;1.7382,7.3946,0;6.439,5.0056,0;5.5732,.7808,0;
Duplicates	ChEBI15931_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15931_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15931_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/ChEBI15931_s0.sdf