CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI34103_s0_p0_t0 (10674)

Formula C₂₀H₂₄N₄O₉S

MW 496.49

InChIKey RQCSOWVLCHNLLC-YLKJJPGGNA-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 -270.22439

PM7_Total_Energy_ev -6357.76027

PM7_Electronic_Energy_ev -56259.0881

PM7_Dipole_Debye 9.63929

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.732

PM7_LUMO_Energy_ev -1.291

PM7_COSMO_Area_square_ang 436.98

PM7_COSMO_Volue_cubic_ang 566.62

PM7_Electron_Affinity_ev 1.291

PM7_Ionization_Energy_ev 8.732

PM7_Energy_Gap_ev 7.441

PM7_Global_Hardness_ev 3.7205

PM7_Global_Softness_ev 0.268781077812122

PM7_Chemical_Potential_ev -5.0115

PM7_Electronigativity_ev 5.0115

PM7_Back_Donation_Energy_ev -0.930125

PM7_Electrophilicity_ev 3.3752361577744927

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

SMILES c1cc2c(c(c1)[N+](=O)[O-])C(C(C=C2)O)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]1[C@H](O)C=Cc2c1c(ccc2)[N](=O)O)CC[C@@H](C(=O)O)N

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

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

AuxInfo 1/1/N:1,2,3,7,17,8,15,16,18,4,20,19,6,14,9,11,5,13,10,12,21,22,23,24,33,26,28,31,27,29,32,25,30,34/E:(27,28)(30,31)(32,33)/F:1,2,3,7,17,8,15,16,18,4,20,19,6,14,9,11,5,13,10,12,21,22,23,24,33,26,31,28,27,32,29,25,30,34/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;s14;s13s18;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;6.7134,4.0906,0;4.2402,5.0304,0;2.8783,7.2987,0;9.6561,2.9328,0;2.6012,1.5124,0;3.4735,1.0079,0;7.4805,3.449,0;3.6453,6.6571,0;8.2475,2.8074,0;4.3656,3.6217,0;5.0073,4.3888,0;9.0145,2.1658,0;9.7816,1.5241,0;4.4124,6.0154,0;5.7743,3.7471,0;.8679,2.5135,0;.0019,3.0135,0;6.8856,5.0757,0;3.3011,4.6869,0;1.9391,6.9552,0;9.3127,3.8719,0;1.7339,3.0135,0;3.0505,8.2837,0;10.6412,2.7606,0;4.4584,.8349,0;3.724,2.8547,0;-.4327,-.2506,0;.8677,-.9978,0;-.4337,1.2544,0;2.6037,-.9989,0;3.9078,-.2479,0;2.2783,1.8942,0;3.6445,1.4777,0;7.8013,3.8325,0;7.1597,3.0655,0;3.3245,6.2735,0;3.9661,7.0406,0;7.9267,2.4239,0;8.5683,3.1909,0;3.9821,3.9425,0;4.7492,3.3009,0;5.3281,4.7723,0;8.6937,1.7822,0;10.2511,1.6959,0;9.6955,1.0316,0;4.882,6.1872,0;5.6882,3.2546,0;2.6669,8.6045,0;10.962,3.1442,0;4.7796,1.2181,0;

Duplicates ChEBI34103_s0_p0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34103_s0_p0_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34103_s0_p0_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34103_s0_p0_t0.sdf

Formula	C₂₀H₂₄N₄O₉S
MW	496.49
InChIKey	RQCSOWVLCHNLLC-YLKJJPGGNA-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	-270.22439
PM7_Total_Energy_ev	-6357.76027
PM7_Electronic_Energy_ev	-56259.0881
PM7_Dipole_Debye	9.63929
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.732
PM7_LUMO_Energy_ev	-1.291
PM7_COSMO_Area_square_ang	436.98
PM7_COSMO_Volue_cubic_ang	566.62
PM7_Electron_Affinity_ev	1.291
PM7_Ionization_Energy_ev	8.732
PM7_Energy_Gap_ev	7.441
PM7_Global_Hardness_ev	3.7205
PM7_Global_Softness_ev	0.268781077812122
PM7_Chemical_Potential_ev	-5.0115
PM7_Electronigativity_ev	5.0115
PM7_Back_Donation_Energy_ev	-0.930125
PM7_Electrophilicity_ev	3.3752361577744927
OPENEYE_Name	(2~{S})-2-amino-5-[[(1~{R})-2-(carboxymethylamino)-1-[[(1~{S},2~{R})-2-hydroxy-8-nitro-1,2-dihydronaphthalen-1-yl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
SMILES	c1cc2c(c(c1)[N+](=O)[O-])C(C(C=C2)O)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]1[C@H](O)C=Cc2c1c(ccc2)[N](=O)O)CC[C@@H](C(=O)O)N
InChI	1/C20H24N4O9S/c21-11(20(30)31)5-7-15(26)23-12(19(29)22-8-16(27)28)9-34-18-14(25)6-4-10-2-1-3-13(17(10)18)24(32)33/h1-4,6,11-12,14,18,25H,5,7-9,21H2,(H,22,29)(H,23,26)(H,27,28)(H,30,31)/f/h22-23,27,30H
InChI_3D	1S/C20H25N4O9S/c21-11(20(30)31)5-7-15(26)23-12(19(29)22-8-16(27)28)9-34-18-14(25)6-4-10-2-1-3-13(17(10)18)24(32)33/h1-4,6,11-12,14,18,25H,5,7-9,21H2,(H,22,29)(H,23,26)(H,27,28)(H,30,31)(H,32,33)/t11-,12-,14+,18+/m0/s1
AuxInfo	1/1/N:1,2,3,7,17,8,15,16,18,4,20,19,6,14,9,11,5,13,10,12,21,22,23,24,33,26,28,31,27,29,32,25,30,34/E:(27,28)(30,31)(32,33)/F:1,2,3,7,17,8,15,16,18,4,20,19,6,14,9,11,5,13,10,12,21,22,23,24,33,26,31,28,27,32,29,25,30,34/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;s14;s13s18;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;6.7134,4.0906,0;4.2402,5.0304,0;2.8783,7.2987,0;9.6561,2.9328,0;2.6012,1.5124,0;3.4735,1.0079,0;7.4805,3.449,0;3.6453,6.6571,0;8.2475,2.8074,0;4.3656,3.6217,0;5.0073,4.3888,0;9.0145,2.1658,0;9.7816,1.5241,0;4.4124,6.0154,0;5.7743,3.7471,0;.8679,2.5135,0;.0019,3.0135,0;6.8856,5.0757,0;3.3011,4.6869,0;1.9391,6.9552,0;9.3127,3.8719,0;1.7339,3.0135,0;3.0505,8.2837,0;10.6412,2.7606,0;4.4584,.8349,0;3.724,2.8547,0;-.4327,-.2506,0;.8677,-.9978,0;-.4337,1.2544,0;2.6037,-.9989,0;3.9078,-.2479,0;2.2783,1.8942,0;3.6445,1.4777,0;7.8013,3.8325,0;7.1597,3.0655,0;3.3245,6.2735,0;3.9661,7.0406,0;7.9267,2.4239,0;8.5683,3.1909,0;3.9821,3.9425,0;4.7492,3.3009,0;5.3281,4.7723,0;8.6937,1.7822,0;10.2511,1.6959,0;9.6955,1.0316,0;4.882,6.1872,0;5.6882,3.2546,0;2.6669,8.6045,0;10.962,3.1442,0;4.7796,1.2181,0;
Duplicates	ChEBI34103_s0_p0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34103_s0_p0_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34103_s0_p0_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000034000-0000034249/ChEBI34103_s0_p0_t0.sdf