CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI34102_s0_p0_t0 (10672)

Formula C₂₀H₂₄N₄O₉S

MW 496.49

InChIKey FCTXJUPCCZHZHU-BWFYOYSPNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 34

Number_Rings 2

Number_Bonds 60

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 13

HB_Donor 6

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -6.03

logP 1.5312

PSA 254.01

MR 120.511

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -269.7424

PM7_Total_Energy_ev -6357.74684

PM7_Electronic_Energy_ev -56592.78939

PM7_Dipole_Debye 5.67044

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.797

PM7_LUMO_Energy_ev -1.28

PM7_COSMO_Area_square_ang 435.15

PM7_COSMO_Volue_cubic_ang 560.61

PM7_Electron_Affinity_ev 1.28

PM7_Ionization_Energy_ev 8.797

PM7_Energy_Gap_ev 7.517

PM7_Global_Hardness_ev 3.7585

PM7_Global_Softness_ev 0.26606358919781825

PM7_Chemical_Potential_ev -5.0385

PM7_Electronigativity_ev 5.0385

PM7_Back_Donation_Energy_ev -0.939625

PM7_Electrophilicity_ev 3.3772092922708525

OPENEYE_Name (2~{S})-2-amino-5-[[(1~{R})-2-(carboxymethylamino)-1-[[(1~{S},2~{R})-1-hydroxy-8-nitro-1,2-dihydronaphthalen-2-yl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid

SMILES c1cc2c(c(c1)[N+](=O)[O-])C(C(C=C2)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)O

Canonical_SMILES O=C(N[C@H](C(=O)NCC(=O)O)CS[C@@H]1C=Cc2c([C@@H]1O)c(ccc2)[N](=O)O)CC[C@@H](C(=O)O)N

InChI 1/C20H24N4O9S/c21-11(20(30)31)5-7-15(25)23-12(19(29)22-8-16(26)27)9-34-14-6-4-10-2-1-3-13(24(32)33)17(10)18(14)28/h1-4,6,11-12,14,18,28H,5,7-9,21H2,(H,22,29)(H,23,25)(H,26,27)(H,30,31)/f/h22-23,26,30H

InChI_3D 1S/C20H25N4O9S/c21-11(20(30)31)5-7-15(25)23-12(19(29)22-8-16(26)27)9-34-14-6-4-10-2-1-3-13(24(32)33)17(10)18(14)28/h1-4,6,11-12,14,18,28H,5,7-9,21H2,(H,22,29)(H,23,25)(H,26,27)(H,30,31)(H,32,33)/t11-,12-,14+,18+/m0/s1

AuxInfo 1/1/N:1,2,3,7,17,8,15,16,18,4,20,19,6,14,9,11,5,13,10,12,21,22,23,24,26,28,31,33,27,29,32,25,30,34/E:(26,27)(30,31)(32,33)/F:1,2,3,7,17,8,15,16,18,4,20,19,6,14,9,11,5,13,10,12,21,22,23,24,26,31,28,33,27,32,29,25,30,34/E:(32,33)/CRV:24.5/rA:58cCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;d3s5;s4;d7;;;;;s5;s8s13;s9;s11;s15;;s10s18;s12s17;s20;s10s16;s9s19;s6;s24;d9;d10;d11;d12;d24;s11;s12;s13;s14s18;s1;s2;s3;s7;s8;s13;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s22;s23;s31;s32;s33;/rC:;.8679,-.4978,0;0,1.0057,0;1.7371,0,0;1.7358,1.0057,0;.8679,1.5135,0;2.6038,-.4989,0;3.4748,.0022,0;5.8696,3.2047,0;3.8167,4.8737,0;1.7637,6.5427,0;8.3465,1.2388,0;2.6012,1.5124,0;3.4735,1.0079,0;6.8092,2.8627,0;2.7034,6.2007,0;7.7489,2.5206,0;4.4142,3.592,0;4.7563,4.5317,0;8.6886,2.1785,0;9.6282,1.8364,0;3.6431,5.8586,0;5.696,4.1896,0;.8679,3.2635,0;.0019,3.7635,0;5.1035,2.562,0;3.0506,4.231,0;.9977,5.9,0;8.9892,.4727,0;1.7339,3.7635,0;1.5902,7.5276,0;7.3617,1.0652,0;1.9555,2.276,0;4.0722,2.6523,0;-.4327,-.2506,0;.8677,-.9978,0;-.4337,1.2544,0;2.6037,-.9989,0;3.9078,-.2479,0;2.922,1.8959,0;3.966,.9214,0;6.6382,2.3928,0;6.9803,3.3325,0;2.5324,5.7308,0;2.8745,6.6705,0;7.5779,2.0507,0;7.92,2.9904,0;3.9444,3.763,0;4.8841,3.4209,0;4.9274,5.0015,0;8.8596,2.6483,0;9.715,1.344,0;10.0113,2.1578,0;4.0261,6.1799,0;6.079,4.5109,0;1.1203,7.6986,0;7.1906,.5954,0;2.1247,2.7465,0;

Duplicates ChEBI34102_s0_p0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34102_s0_p0_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34102_s0_p0_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34102_s0_p0_t0.sdf

Formula	C₂₀H₂₄N₄O₉S
MW	496.49
InChIKey	FCTXJUPCCZHZHU-BWFYOYSPNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	34
Number_Rings	2
Number_Bonds	60
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	13
HB_Donor	6
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-6.03
logP	1.5312
PSA	254.01
MR	120.511
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-269.7424
PM7_Total_Energy_ev	-6357.74684
PM7_Electronic_Energy_ev	-56592.78939
PM7_Dipole_Debye	5.67044
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.797
PM7_LUMO_Energy_ev	-1.28
PM7_COSMO_Area_square_ang	435.15
PM7_COSMO_Volue_cubic_ang	560.61
PM7_Electron_Affinity_ev	1.28
PM7_Ionization_Energy_ev	8.797
PM7_Energy_Gap_ev	7.517
PM7_Global_Hardness_ev	3.7585
PM7_Global_Softness_ev	0.26606358919781825
PM7_Chemical_Potential_ev	-5.0385
PM7_Electronigativity_ev	5.0385
PM7_Back_Donation_Energy_ev	-0.939625
PM7_Electrophilicity_ev	3.3772092922708525
OPENEYE_Name	(2~{S})-2-amino-5-[[(1~{R})-2-(carboxymethylamino)-1-[[(1~{S},2~{R})-1-hydroxy-8-nitro-1,2-dihydronaphthalen-2-yl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
SMILES	c1cc2c(c(c1)[N+](=O)[O-])C(C(C=C2)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)O
Canonical_SMILES	O=C(N[C@H](C(=O)NCC(=O)O)CS[C@@H]1C=Cc2c([C@@H]1O)c(ccc2)[N](=O)O)CC[C@@H](C(=O)O)N
InChI	1/C20H24N4O9S/c21-11(20(30)31)5-7-15(25)23-12(19(29)22-8-16(26)27)9-34-14-6-4-10-2-1-3-13(24(32)33)17(10)18(14)28/h1-4,6,11-12,14,18,28H,5,7-9,21H2,(H,22,29)(H,23,25)(H,26,27)(H,30,31)/f/h22-23,26,30H
InChI_3D	1S/C20H25N4O9S/c21-11(20(30)31)5-7-15(25)23-12(19(29)22-8-16(26)27)9-34-14-6-4-10-2-1-3-13(24(32)33)17(10)18(14)28/h1-4,6,11-12,14,18,28H,5,7-9,21H2,(H,22,29)(H,23,25)(H,26,27)(H,30,31)(H,32,33)/t11-,12-,14+,18+/m0/s1
AuxInfo	1/1/N:1,2,3,7,17,8,15,16,18,4,20,19,6,14,9,11,5,13,10,12,21,22,23,24,26,28,31,33,27,29,32,25,30,34/E:(26,27)(30,31)(32,33)/F:1,2,3,7,17,8,15,16,18,4,20,19,6,14,9,11,5,13,10,12,21,22,23,24,26,31,28,33,27,32,29,25,30,34/E:(32,33)/CRV:24.5/rA:58cCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;d3s5;s4;d7;;;;;s5;s8s13;s9;s11;s15;;s10s18;s12s17;s20;s10s16;s9s19;s6;s24;d9;d10;d11;d12;d24;s11;s12;s13;s14s18;s1;s2;s3;s7;s8;s13;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s22;s23;s31;s32;s33;/rC:;.8679,-.4978,0;0,1.0057,0;1.7371,0,0;1.7358,1.0057,0;.8679,1.5135,0;2.6038,-.4989,0;3.4748,.0022,0;5.8696,3.2047,0;3.8167,4.8737,0;1.7637,6.5427,0;8.3465,1.2388,0;2.6012,1.5124,0;3.4735,1.0079,0;6.8092,2.8627,0;2.7034,6.2007,0;7.7489,2.5206,0;4.4142,3.592,0;4.7563,4.5317,0;8.6886,2.1785,0;9.6282,1.8364,0;3.6431,5.8586,0;5.696,4.1896,0;.8679,3.2635,0;.0019,3.7635,0;5.1035,2.562,0;3.0506,4.231,0;.9977,5.9,0;8.9892,.4727,0;1.7339,3.7635,0;1.5902,7.5276,0;7.3617,1.0652,0;1.9555,2.276,0;4.0722,2.6523,0;-.4327,-.2506,0;.8677,-.9978,0;-.4337,1.2544,0;2.6037,-.9989,0;3.9078,-.2479,0;2.922,1.8959,0;3.966,.9214,0;6.6382,2.3928,0;6.9803,3.3325,0;2.5324,5.7308,0;2.8745,6.6705,0;7.5779,2.0507,0;7.92,2.9904,0;3.9444,3.763,0;4.8841,3.4209,0;4.9274,5.0015,0;8.8596,2.6483,0;9.715,1.344,0;10.0113,2.1578,0;4.0261,6.1799,0;6.079,4.5109,0;1.1203,7.6986,0;7.1906,.5954,0;2.1247,2.7465,0;
Duplicates	ChEBI34102_s0_p0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34102_s0_p0_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34102_s0_p0_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34102_s0_p0_t0.sdf