CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2286_p0 (526)

Formula C₁₅H₂₀N₄O₉S

MW 432.4

InChIKey JMCGENBWRIPSAH-NBBKFUCUNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 50

Rotat_Bonds 14

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 13

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -6.03

logP -0.5481

PSA 247.88

MR 98.9529

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -330.74719

PM7_Total_Energy_ev -5691.52943

PM7_Electronic_Energy_ev -47840.22088

PM7_Dipole_Debye 5.0676

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.473

PM7_LUMO_Energy_ev -1.131

PM7_COSMO_Area_square_ang 360.71

PM7_COSMO_Volue_cubic_ang 466.94

PM7_Electron_Affinity_ev 1.131

PM7_Ionization_Energy_ev 9.473

PM7_Energy_Gap_ev 8.342

PM7_Global_Hardness_ev 4.171

PM7_Global_Softness_ev 0.2397506593143131

PM7_Chemical_Potential_ev -5.302

PM7_Electronigativity_ev 5.302

PM7_Back_Donation_Energy_ev -1.04275

PM7_Electrophilicity_ev 3.3698398465595782

OPENEYE_Name (6~{R},7~{S})-7-[[(5~{R})-5-amino-5-carboxy-pentanoyl]amino]-3-(carbamoyloxymethyl)-7-hydroxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SMILES C1(=C(CSC2N1C(=O)C2(NC(=O)CCCC(C(=O)O)N)O)COC(=O)N)C(=O)O

Canonical_SMILES NC(=O)OCC1=C(C(=O)O)N2[C@H](SC1)[C@](C2=O)(O)NC(=O)CCC[C@H](C(=O)O)N

InChI 1/C15H20N4O9S/c16-7(10(21)22)2-1-3-8(20)18-15(27)12(25)19-9(11(23)24)6(4-28-14(17)26)5-29-13(15)19/h7,13,27H,1-5,16H2,(H2,17,26)(H,18,20)(H,21,22)(H,23,24)/f/h18,21,23H,17H2

InChI_3D 1S/C15H20N4O9S/c16-7(10(21)22)2-1-3-8(20)18-15(27)12(25)19-9(11(23)24)6(4-28-14(17)26)5-29-13(15)19/h7,13,27H,1-5,16H2,(H2,17,26)(H,18,20)(H,21,22)(H,23,24)/t7-,13-,15+/m1/s1

AuxInfo 1/1/N:13,14,12,11,8,2,15,5,1,6,4,3,9,7,10,18,17,19,16,22,23,26,21,25,20,24,27,28,29/E:(21,22)(23,24)/F:13,14,12,11,8,2,15,5,1,6,4,3,9,7,10,18,17,19,16,22,26,23,25,21,20,24,27,28,29/rA:49cCCCCCCCCCCCCCCCNNNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;;;;s2;;s3s9;s2;s5;s12;s13;s6s14;s1s3s9;s7;s15;s5s10;d3;d4;d5;d6;d7;s4;s6;s10;s7s11;s8s9;s8;s8;s9;s11;s11;s12;s12;s13;s13;s14;s14;s15;s17;s17;s18;s18;s19;s25;s26;s27;/rC:-.8716,-.4998,0;;-2.7429,.0003,0;-.8731,-1.4998,0;-4.2429,1.8718,0;-8.2429,2.8718,0;2.5973,-.504,0;.0001,1.0055,0;-1.7374,1.0058,0;-2.7429,1.0058,0;.8653,-.5013,0;-5.2429,1.8718,0;-6.2429,1.8718,0;-7.2429,1.8718,0;-8.2429,1.8718,0;-1.7375,.0003,0;3.4626,-1.0053,0;-9.2429,1.8718,0;-3.7429,1.0058,0;-3.45,-.7068,0;-1.7399,-1.9985,0;-3.7429,2.7379,0;-9.1089,3.3718,0;2.5988,.496,0;-.0079,-2.0011,0;-7.3769,3.3718,0;-2.7429,2.7558,0;1.7305,-1.0026,0;-.8713,1.5112,0;.1718,1.4751,0;.4924,.9183,0;-1.8679,1.4885,0;1.1159,-.0687,0;.6146,-.9339,0;-5.2429,2.3718,0;-5.2429,1.3718,0;-6.2429,2.3718,0;-6.2429,1.3718,0;-7.2429,2.3718,0;-7.2429,1.3718,0;-8.2429,1.3718,0;3.896,-.7559,0;3.4618,-1.5053,0;-9.4929,2.3048,0;-9.4929,1.4388,0;-3.9929,.5728,0;-.0087,-2.5011,0;-7.3769,3.8718,0;-2.3099,3.0058,0;

Duplicates ChEBI2286_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2286_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2286_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2286_p0.sdf

Formula	C₁₅H₂₀N₄O₉S
MW	432.4
InChIKey	JMCGENBWRIPSAH-NBBKFUCUNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	50
Rotat_Bonds	14
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	13
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-6.03
logP	-0.5481
PSA	247.88
MR	98.9529
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-330.74719
PM7_Total_Energy_ev	-5691.52943
PM7_Electronic_Energy_ev	-47840.22088
PM7_Dipole_Debye	5.0676
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.473
PM7_LUMO_Energy_ev	-1.131
PM7_COSMO_Area_square_ang	360.71
PM7_COSMO_Volue_cubic_ang	466.94
PM7_Electron_Affinity_ev	1.131
PM7_Ionization_Energy_ev	9.473
PM7_Energy_Gap_ev	8.342
PM7_Global_Hardness_ev	4.171
PM7_Global_Softness_ev	0.2397506593143131
PM7_Chemical_Potential_ev	-5.302
PM7_Electronigativity_ev	5.302
PM7_Back_Donation_Energy_ev	-1.04275
PM7_Electrophilicity_ev	3.3698398465595782
OPENEYE_Name	(6~{R},7~{S})-7-[[(5~{R})-5-amino-5-carboxy-pentanoyl]amino]-3-(carbamoyloxymethyl)-7-hydroxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES	C1(=C(CSC2N1C(=O)C2(NC(=O)CCCC(C(=O)O)N)O)COC(=O)N)C(=O)O
Canonical_SMILES	NC(=O)OCC1=C(C(=O)O)N2[C@H](SC1)[C@](C2=O)(O)NC(=O)CCC[C@H](C(=O)O)N
InChI	1/C15H20N4O9S/c16-7(10(21)22)2-1-3-8(20)18-15(27)12(25)19-9(11(23)24)6(4-28-14(17)26)5-29-13(15)19/h7,13,27H,1-5,16H2,(H2,17,26)(H,18,20)(H,21,22)(H,23,24)/f/h18,21,23H,17H2
InChI_3D	1S/C15H20N4O9S/c16-7(10(21)22)2-1-3-8(20)18-15(27)12(25)19-9(11(23)24)6(4-28-14(17)26)5-29-13(15)19/h7,13,27H,1-5,16H2,(H2,17,26)(H,18,20)(H,21,22)(H,23,24)/t7-,13-,15+/m1/s1
AuxInfo	1/1/N:13,14,12,11,8,2,15,5,1,6,4,3,9,7,10,18,17,19,16,22,23,26,21,25,20,24,27,28,29/E:(21,22)(23,24)/F:13,14,12,11,8,2,15,5,1,6,4,3,9,7,10,18,17,19,16,22,26,23,25,21,20,24,27,28,29/rA:49cCCCCCCCCCCCCCCCNNNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;;;;s2;;s3s9;s2;s5;s12;s13;s6s14;s1s3s9;s7;s15;s5s10;d3;d4;d5;d6;d7;s4;s6;s10;s7s11;s8s9;s8;s8;s9;s11;s11;s12;s12;s13;s13;s14;s14;s15;s17;s17;s18;s18;s19;s25;s26;s27;/rC:-.8716,-.4998,0;;-2.7429,.0003,0;-.8731,-1.4998,0;-4.2429,1.8718,0;-8.2429,2.8718,0;2.5973,-.504,0;.0001,1.0055,0;-1.7374,1.0058,0;-2.7429,1.0058,0;.8653,-.5013,0;-5.2429,1.8718,0;-6.2429,1.8718,0;-7.2429,1.8718,0;-8.2429,1.8718,0;-1.7375,.0003,0;3.4626,-1.0053,0;-9.2429,1.8718,0;-3.7429,1.0058,0;-3.45,-.7068,0;-1.7399,-1.9985,0;-3.7429,2.7379,0;-9.1089,3.3718,0;2.5988,.496,0;-.0079,-2.0011,0;-7.3769,3.3718,0;-2.7429,2.7558,0;1.7305,-1.0026,0;-.8713,1.5112,0;.1718,1.4751,0;.4924,.9183,0;-1.8679,1.4885,0;1.1159,-.0687,0;.6146,-.9339,0;-5.2429,2.3718,0;-5.2429,1.3718,0;-6.2429,2.3718,0;-6.2429,1.3718,0;-7.2429,2.3718,0;-7.2429,1.3718,0;-8.2429,1.3718,0;3.896,-.7559,0;3.4618,-1.5053,0;-9.4929,2.3048,0;-9.4929,1.4388,0;-3.9929,.5728,0;-.0087,-2.5011,0;-7.3769,3.8718,0;-2.3099,3.0058,0;
Duplicates	ChEBI2286_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2286_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2286_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2286_p0.sdf