CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI3479_p0_t0 (1290)

Formula C₁₆H₁₇N₃O₅S

MW 363.39

InChIKey BOEGTKLJZSQCCD-LRQUTDIWNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 42

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 44

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -3.77

logP 1.1796

PSA 158.26

MR 94.0749

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -126.66152

PM7_Total_Energy_ev -4405.59698

PM7_Electronic_Energy_ev -32995.23668

PM7_Dipole_Debye 5.09607

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.119

PM7_LUMO_Energy_ev -0.697

PM7_COSMO_Area_square_ang 344.25

PM7_COSMO_Volue_cubic_ang 407.22

PM7_Electron_Affinity_ev 0.697

PM7_Ionization_Energy_ev 9.119

PM7_Energy_Gap_ev 8.422

PM7_Global_Hardness_ev 4.211

PM7_Global_Softness_ev 0.23747328425552125

PM7_Chemical_Potential_ev -4.908

PM7_Electronigativity_ev 4.908

PM7_Back_Donation_Energy_ev -1.05275

PM7_Electrophilicity_ev 2.8601833293754453

OPENEYE_Name (6~{R},7~{R})-7-[[(2~{R})-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SMILES c1cc(ccc1C(C(=O)NC2C(=O)N3C2SCC(=C3C(=O)O)C)N)O

Canonical_SMILES O=C([C@@H](c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C

InChI 1/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/f/h18,23H

InChI_3D 1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/t10-,11-,15-/m1/s1

AuxInfo 1/1/N:15,1,2,3,4,12,8,5,6,16,13,7,11,9,14,10,18,19,17,23,22,20,21,24,25/E:(2,3)(4,5)(23,24)/F:15,1,2,3,4,12,8,5,6,16,13,7,11,9,14,10,18,19,17,23,22,20,24,21,25/E:(2,3)(4,5)/rA:42cCCCCCCCCCCCCCCCCNNNOOOOOSHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;;s7;;s8;s9;s13;s8;s5s11;s7s9s14;s16;s11s13;d9;d10;d11;s6;s10;s12s14;s1;s2;s3;s4;s12;s12;s13;s14;s15;s15;s15;s16;s18;s18;s19;s23;s24;/rC:-7.4904,1.0043,0;-7.4904,2.7393,0;-8.4956,1.0043,0;-8.4956,2.7393,0;-6.9929,1.8718,0;-9.0033,1.8718,0;-.8716,-.4998,0;;-2.7429,.0003,0;-.8731,-1.4998,0;-4.2429,1.8718,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;.8653,-.5013,0;-5.2429,1.8718,0;-1.7375,.0003,0;-5.2429,2.8718,0;-3.7429,1.0058,0;-3.45,-.7068,0;-1.7399,-1.9985,0;-3.7429,2.7379,0;-10.0033,1.8718,0;-.0079,-2.0011,0;-.8713,1.5112,0;-7.2398,.5717,0;-7.2398,3.172,0;-8.7443,.5706,0;-8.7443,3.1731,0;.1718,1.4751,0;.4924,.9183,0;-2.7429,1.5058,0;-1.8679,1.4885,0;1.1159,-.0687,0;1.2979,-.752,0;.6146,-.9339,0;-5.2429,1.3718,0;-5.6759,3.1218,0;-4.8099,3.1218,0;-3.9929,.5728,0;-10.2533,1.4388,0;-.0087,-2.5011,0;

Duplicates ChEBI3479_p0_t0;ChEBI53667_m1_p0_t0;ChEBI95187_s0_p0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3479_p0_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3479_p0_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3479_p0_t0.sdf

Formula	C₁₆H₁₇N₃O₅S
MW	363.39
InChIKey	BOEGTKLJZSQCCD-LRQUTDIWNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	42
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	44
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-3.77
logP	1.1796
PSA	158.26
MR	94.0749
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-126.66152
PM7_Total_Energy_ev	-4405.59698
PM7_Electronic_Energy_ev	-32995.23668
PM7_Dipole_Debye	5.09607
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.119
PM7_LUMO_Energy_ev	-0.697
PM7_COSMO_Area_square_ang	344.25
PM7_COSMO_Volue_cubic_ang	407.22
PM7_Electron_Affinity_ev	0.697
PM7_Ionization_Energy_ev	9.119
PM7_Energy_Gap_ev	8.422
PM7_Global_Hardness_ev	4.211
PM7_Global_Softness_ev	0.23747328425552125
PM7_Chemical_Potential_ev	-4.908
PM7_Electronigativity_ev	4.908
PM7_Back_Donation_Energy_ev	-1.05275
PM7_Electrophilicity_ev	2.8601833293754453
OPENEYE_Name	(6~{R},7~{R})-7-[[(2~{R})-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES	c1cc(ccc1C(C(=O)NC2C(=O)N3C2SCC(=C3C(=O)O)C)N)O
Canonical_SMILES	O=C([C@@H](c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C
InChI	1/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/f/h18,23H
InChI_3D	1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/t10-,11-,15-/m1/s1
AuxInfo	1/1/N:15,1,2,3,4,12,8,5,6,16,13,7,11,9,14,10,18,19,17,23,22,20,21,24,25/E:(2,3)(4,5)(23,24)/F:15,1,2,3,4,12,8,5,6,16,13,7,11,9,14,10,18,19,17,23,22,20,24,21,25/E:(2,3)(4,5)/rA:42cCCCCCCCCCCCCCCCCNNNOOOOOSHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;;s7;;s8;s9;s13;s8;s5s11;s7s9s14;s16;s11s13;d9;d10;d11;s6;s10;s12s14;s1;s2;s3;s4;s12;s12;s13;s14;s15;s15;s15;s16;s18;s18;s19;s23;s24;/rC:-7.4904,1.0043,0;-7.4904,2.7393,0;-8.4956,1.0043,0;-8.4956,2.7393,0;-6.9929,1.8718,0;-9.0033,1.8718,0;-.8716,-.4998,0;;-2.7429,.0003,0;-.8731,-1.4998,0;-4.2429,1.8718,0;.0001,1.0055,0;-2.7429,1.0058,0;-1.7374,1.0058,0;.8653,-.5013,0;-5.2429,1.8718,0;-1.7375,.0003,0;-5.2429,2.8718,0;-3.7429,1.0058,0;-3.45,-.7068,0;-1.7399,-1.9985,0;-3.7429,2.7379,0;-10.0033,1.8718,0;-.0079,-2.0011,0;-.8713,1.5112,0;-7.2398,.5717,0;-7.2398,3.172,0;-8.7443,.5706,0;-8.7443,3.1731,0;.1718,1.4751,0;.4924,.9183,0;-2.7429,1.5058,0;-1.8679,1.4885,0;1.1159,-.0687,0;1.2979,-.752,0;.6146,-.9339,0;-5.2429,1.3718,0;-5.6759,3.1218,0;-4.8099,3.1218,0;-3.9929,.5728,0;-10.2533,1.4388,0;-.0087,-2.5011,0;
Duplicates	ChEBI3479_p0_t0;ChEBI53667_m1_p0_t0;ChEBI95187_s0_p0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3479_p0_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3479_p0_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/ChEBI3479_p0_t0.sdf