CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI34101_s0_p0_t0 (10670)

Formula C₂₀H₂₄N₄O₉S

MW 496.49

InChIKey SFJZEQDXMXSLGC-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 -266.82967

PM7_Total_Energy_ev -6357.81525

PM7_Electronic_Energy_ev -53634.39597

PM7_Dipole_Debye 7.11408

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.067

PM7_LUMO_Energy_ev -1.072

PM7_COSMO_Area_square_ang 465.31

PM7_COSMO_Volue_cubic_ang 559.79

PM7_Electron_Affinity_ev 1.072

PM7_Ionization_Energy_ev 9.067

PM7_Energy_Gap_ev 7.995

PM7_Global_Hardness_ev 3.9975

PM7_Global_Softness_ev 0.2501563477173233

PM7_Chemical_Potential_ev -5.0695

PM7_Electronigativity_ev 5.0695

PM7_Back_Donation_Energy_ev -0.999375

PM7_Electrophilicity_ev 3.214487836147592

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

SMILES c1cc2c(c(c1)[N+](=O)[O-])C=CC(C2O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N

Canonical_SMILES O=C(N[C@H](C(=O)NCC(=O)O)CS[C@H]1C=Cc2c([C@@H]1O)cccc2[N](=O)O)CC[C@@H](C(=O)O)N

InChI 1/C20H24N4O9S/c21-12(20(30)31)5-7-16(25)23-13(19(29)22-8-17(26)27)9-34-15-6-4-10-11(18(15)28)2-1-3-14(10)24(32)33/h1-4,6,12-13,15,18,28H,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/c21-12(20(30)31)5-7-16(25)23-13(19(29)22-8-17(26)27)9-34-15-6-4-10-11(18(15)28)2-1-3-14(10)24(32)33/h1-4,6,12-13,15,18,28H,5,7-9,21H2,(H,22,29)(H,23,25)(H,26,27)(H,30,31)(H,32,33)/t12-,13-,15-,18-/m0/s1

AuxInfo 1/1/N:1,2,3,7,17,8,15,16,18,4,5,20,19,6,14,9,11,13,10,12,21,22,23,24,26,28,31,33,27,29,32,25,30,34/E:(26,27)(30,31)(32,33)/F:1,2,3,7,17,8,15,16,18,4,5,20,19,6,14,9,11,13,10,12,21,22,23,24,26,31,28,33,27,32,29,25,30,34/E:(32,33)/CRV:24.5/rA:58cCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;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:0,1.0057,0;.8679,1.5135,0;;1.7371,0,0;1.7358,1.0057,0;.8679,-.4978,0;2.6038,-.4989,0;3.4748,.0022,0;5.613,2.5,0;4.8419,4.7666,0;4.8833,7.412,0;8.0899,.5341,0;2.6012,1.5124,0;3.4735,1.0079,0;6.5527,2.1579,0;4.5412,6.4723,0;7.4923,1.8158,0;4.1577,2.8872,0;4.4998,3.8269,0;8.432,1.4737,0;9.3717,1.1316,0;4.1991,5.5327,0;5.4394,3.4848,0;.8676,-1.4978,0;1.7334,-1.9981,0;4.8469,1.8573,0;5.8267,4.9401,0;5.8681,7.5856,0;7.1051,.3605,0;.0014,-1.9975,0;4.2406,8.1781,0;8.7327,-.232,0;1.9555,2.276,0;3.8156,1.9476,0;-.4337,1.2544,0;.8679,2.0135,0;-.4327,-.2506,0;2.6037,-.9989,0;3.9078,-.2479,0;2.922,1.8959,0;3.966,.9214,0;6.7237,2.6277,0;6.3816,1.6881,0;5.011,6.3013,0;4.0714,6.6434,0;7.6634,2.2857,0;7.3213,1.346,0;4.6275,2.7162,0;3.6878,3.0583,0;4.0299,3.9979,0;8.6031,1.9436,0;9.7547,1.453,0;9.4585,.6392,0;3.7067,5.4459,0;5.8225,3.8062,0;4.4116,8.6479,0;8.5616,-.7019,0;2.1247,2.7465,0;

Duplicates ChEBI34101_s0_p0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34101_s0_p0_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34101_s0_p0_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34101_s0_p0_t0.sdf

Formula	C₂₀H₂₄N₄O₉S
MW	496.49
InChIKey	SFJZEQDXMXSLGC-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	-266.82967
PM7_Total_Energy_ev	-6357.81525
PM7_Electronic_Energy_ev	-53634.39597
PM7_Dipole_Debye	7.11408
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.067
PM7_LUMO_Energy_ev	-1.072
PM7_COSMO_Area_square_ang	465.31
PM7_COSMO_Volue_cubic_ang	559.79
PM7_Electron_Affinity_ev	1.072
PM7_Ionization_Energy_ev	9.067
PM7_Energy_Gap_ev	7.995
PM7_Global_Hardness_ev	3.9975
PM7_Global_Softness_ev	0.2501563477173233
PM7_Chemical_Potential_ev	-5.0695
PM7_Electronigativity_ev	5.0695
PM7_Back_Donation_Energy_ev	-0.999375
PM7_Electrophilicity_ev	3.214487836147592
OPENEYE_Name	(2~{S})-2-amino-5-[[(1~{R})-2-(carboxymethylamino)-1-[[(1~{S},2~{S})-1-hydroxy-5-nitro-1,2-dihydronaphthalen-2-yl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
SMILES	c1cc2c(c(c1)[N+](=O)[O-])C=CC(C2O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
Canonical_SMILES	O=C(N[C@H](C(=O)NCC(=O)O)CS[C@H]1C=Cc2c([C@@H]1O)cccc2[N](=O)O)CC[C@@H](C(=O)O)N
InChI	1/C20H24N4O9S/c21-12(20(30)31)5-7-16(25)23-13(19(29)22-8-17(26)27)9-34-15-6-4-10-11(18(15)28)2-1-3-14(10)24(32)33/h1-4,6,12-13,15,18,28H,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/c21-12(20(30)31)5-7-16(25)23-13(19(29)22-8-17(26)27)9-34-15-6-4-10-11(18(15)28)2-1-3-14(10)24(32)33/h1-4,6,12-13,15,18,28H,5,7-9,21H2,(H,22,29)(H,23,25)(H,26,27)(H,30,31)(H,32,33)/t12-,13-,15-,18-/m0/s1
AuxInfo	1/1/N:1,2,3,7,17,8,15,16,18,4,5,20,19,6,14,9,11,13,10,12,21,22,23,24,26,28,31,33,27,29,32,25,30,34/E:(26,27)(30,31)(32,33)/F:1,2,3,7,17,8,15,16,18,4,5,20,19,6,14,9,11,13,10,12,21,22,23,24,26,31,28,33,27,32,29,25,30,34/E:(32,33)/CRV:24.5/rA:58cCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;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:0,1.0057,0;.8679,1.5135,0;;1.7371,0,0;1.7358,1.0057,0;.8679,-.4978,0;2.6038,-.4989,0;3.4748,.0022,0;5.613,2.5,0;4.8419,4.7666,0;4.8833,7.412,0;8.0899,.5341,0;2.6012,1.5124,0;3.4735,1.0079,0;6.5527,2.1579,0;4.5412,6.4723,0;7.4923,1.8158,0;4.1577,2.8872,0;4.4998,3.8269,0;8.432,1.4737,0;9.3717,1.1316,0;4.1991,5.5327,0;5.4394,3.4848,0;.8676,-1.4978,0;1.7334,-1.9981,0;4.8469,1.8573,0;5.8267,4.9401,0;5.8681,7.5856,0;7.1051,.3605,0;.0014,-1.9975,0;4.2406,8.1781,0;8.7327,-.232,0;1.9555,2.276,0;3.8156,1.9476,0;-.4337,1.2544,0;.8679,2.0135,0;-.4327,-.2506,0;2.6037,-.9989,0;3.9078,-.2479,0;2.922,1.8959,0;3.966,.9214,0;6.7237,2.6277,0;6.3816,1.6881,0;5.011,6.3013,0;4.0714,6.6434,0;7.6634,2.2857,0;7.3213,1.346,0;4.6275,2.7162,0;3.6878,3.0583,0;4.0299,3.9979,0;8.6031,1.9436,0;9.7547,1.453,0;9.4585,.6392,0;3.7067,5.4459,0;5.8225,3.8062,0;4.4116,8.6479,0;8.5616,-.7019,0;2.1247,2.7465,0;
Duplicates	ChEBI34101_s0_p0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34101_s0_p0_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34101_s0_p0_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34101_s0_p0_t0.sdf