CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04342 (4660)

Formula C₂₀H₂₀N₆O₉S

MW 520.47

InChIKey JWCSIUVGFCSJCK-WFNRSYOVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 15

HB_Donor 4

HB_Acceptor 10

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 15

Lipinski_Violations 2

XLogP3 0

XLogP -1.34

logP -0.7989

PSA 231.6

MR 121.249

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -193.96671

PM7_Total_Energy_ev -6674.4546

PM7_Electronic_Energy_ev -58249.14683

PM7_Dipole_Debye 6.86059

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.38

PM7_LUMO_Energy_ev -1.3

PM7_COSMO_Area_square_ang 468.99

PM7_COSMO_Volue_cubic_ang 561.33

PM7_Electron_Affinity_ev 1.3

PM7_Ionization_Energy_ev 9.38

PM7_Energy_Gap_ev 8.08

PM7_Global_Hardness_ev 4.04

PM7_Global_Softness_ev 0.24752475247524752

PM7_Chemical_Potential_ev -5.34

PM7_Electronigativity_ev 5.34

PM7_Back_Donation_Energy_ev -1.01

PM7_Electrophilicity_ev 3.529158415841584

OPENEYE_Name (6~{R},7~{R})-7-[[(2~{R})-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SMILES c1cc(ccc1C(C(=O)NC2(C(=O)N3C2OCC(=C3C(=O)O)CSc4nnnn4C)OC)C(=O)O)O

Canonical_SMILES CO[C@@]1(NC(=O)[C@@H](c2ccc(cc2)O)C(=O)O)C(=O)N2[C@@H]1OCC(=C2C(=O)O)CSc1nnnn1C

InChI 1/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/f/h21,29,31H

InChI_3D 1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12-,18-,20+/m1/s1

AuxInfo 1/1/N:17,18,1,2,3,4,14,19,5,9,6,20,8,12,13,11,10,15,7,16,26,21,22,23,24,25,32,29,30,34,28,33,27,35,31,36/E:(3,4)(5,6)(29,30)(31,32)/F:17,18,1,2,3,4,14,19,5,9,6,20,8,12,13,11,10,15,7,16,26,21,22,23,24,25,32,29,34,30,33,28,27,35,31,36/E:(3,4)(5,6)/rA:56cCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;d8;;s8;;;s9;;s10s15;;;s9;s5s12s13;d7;s21;d22;s7s17s23;s8s10s15;s12s16;d10;d11;d12;d13;s14s15;s6;s11;s13;s16s18;s7s19;s1;s2;s3;s4;s14;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s20;s26;s32;s33;s34;/rC:-8.2404,1.0043,0;-8.2404,2.7393,0;-9.2456,1.0043,0;-9.2456,2.7393,0;-7.7429,1.8718,0;-9.7533,1.8718,0;2.5973,-.504,0;-.8716,-.4998,0;;-2.7429,.0003,0;-.8731,-1.4998,0;-4.9929,1.8718,0;-5.9929,2.8718,0;.0001,1.0055,0;-1.7374,1.0058,0;-2.7429,1.0058,0;3.7147,-1.8938,0;-2.7429,3.0058,0;.8653,-.5013,0;-5.9929,1.8718,0;2.7003,.4908,0;3.6801,.6979,0;4.1821,-.1689,0;3.5094,-.9151,0;-1.7375,.0003,0;-4.4929,1.0058,0;-3.45,-.7068,0;-.0079,-2.0011,0;-4.4929,2.7379,0;-6.8589,3.3718,0;-.8713,1.5112,0;-10.7533,1.8718,0;-1.7399,-1.9985,0;-5.1269,3.3718,0;-2.7429,2.0058,0;1.7305,-1.0026,0;-7.9898,.5717,0;-7.9898,3.172,0;-9.4943,.5706,0;-9.4943,3.1731,0;.1718,1.4751,0;.4924,.9183,0;-1.8679,1.4885,0;3.2254,-1.9965,0;4.2041,-1.7911,0;3.8174,-2.3831,0;-2.2429,3.0058,0;-3.2429,3.0058,0;-2.7429,3.5058,0;.6146,-.9339,0;1.1159,-.0687,0;-5.9929,1.3718,0;-4.7429,.5728,0;-11.0033,1.4388,0;-1.7407,-2.4985,0;-5.1269,3.8718,0;

Duplicates DB04342

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04342.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04342.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04342.sdf

Formula	C₂₀H₂₀N₆O₉S
MW	520.47
InChIKey	JWCSIUVGFCSJCK-WFNRSYOVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	15
HB_Donor	4
HB_Acceptor	10
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	15
Lipinski_Violations	2
XLogP3	0
XLogP	-1.34
logP	-0.7989
PSA	231.6
MR	121.249
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-193.96671
PM7_Total_Energy_ev	-6674.4546
PM7_Electronic_Energy_ev	-58249.14683
PM7_Dipole_Debye	6.86059
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.38
PM7_LUMO_Energy_ev	-1.3
PM7_COSMO_Area_square_ang	468.99
PM7_COSMO_Volue_cubic_ang	561.33
PM7_Electron_Affinity_ev	1.3
PM7_Ionization_Energy_ev	9.38
PM7_Energy_Gap_ev	8.08
PM7_Global_Hardness_ev	4.04
PM7_Global_Softness_ev	0.24752475247524752
PM7_Chemical_Potential_ev	-5.34
PM7_Electronigativity_ev	5.34
PM7_Back_Donation_Energy_ev	-1.01
PM7_Electrophilicity_ev	3.529158415841584
OPENEYE_Name	(6~{R},7~{R})-7-[[(2~{R})-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES	c1cc(ccc1C(C(=O)NC2(C(=O)N3C2OCC(=C3C(=O)O)CSc4nnnn4C)OC)C(=O)O)O
Canonical_SMILES	CO[C@@]1(NC(=O)[C@@H](c2ccc(cc2)O)C(=O)O)C(=O)N2[C@@H]1OCC(=C2C(=O)O)CSc1nnnn1C
InChI	1/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/f/h21,29,31H
InChI_3D	1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12-,18-,20+/m1/s1
AuxInfo	1/1/N:17,18,1,2,3,4,14,19,5,9,6,20,8,12,13,11,10,15,7,16,26,21,22,23,24,25,32,29,30,34,28,33,27,35,31,36/E:(3,4)(5,6)(29,30)(31,32)/F:17,18,1,2,3,4,14,19,5,9,6,20,8,12,13,11,10,15,7,16,26,21,22,23,24,25,32,29,34,30,33,28,27,35,31,36/E:(3,4)(5,6)/rA:56cCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;d8;;s8;;;s9;;s10s15;;;s9;s5s12s13;d7;s21;d22;s7s17s23;s8s10s15;s12s16;d10;d11;d12;d13;s14s15;s6;s11;s13;s16s18;s7s19;s1;s2;s3;s4;s14;s14;s15;s17;s17;s17;s18;s18;s18;s19;s19;s20;s26;s32;s33;s34;/rC:-8.2404,1.0043,0;-8.2404,2.7393,0;-9.2456,1.0043,0;-9.2456,2.7393,0;-7.7429,1.8718,0;-9.7533,1.8718,0;2.5973,-.504,0;-.8716,-.4998,0;;-2.7429,.0003,0;-.8731,-1.4998,0;-4.9929,1.8718,0;-5.9929,2.8718,0;.0001,1.0055,0;-1.7374,1.0058,0;-2.7429,1.0058,0;3.7147,-1.8938,0;-2.7429,3.0058,0;.8653,-.5013,0;-5.9929,1.8718,0;2.7003,.4908,0;3.6801,.6979,0;4.1821,-.1689,0;3.5094,-.9151,0;-1.7375,.0003,0;-4.4929,1.0058,0;-3.45,-.7068,0;-.0079,-2.0011,0;-4.4929,2.7379,0;-6.8589,3.3718,0;-.8713,1.5112,0;-10.7533,1.8718,0;-1.7399,-1.9985,0;-5.1269,3.3718,0;-2.7429,2.0058,0;1.7305,-1.0026,0;-7.9898,.5717,0;-7.9898,3.172,0;-9.4943,.5706,0;-9.4943,3.1731,0;.1718,1.4751,0;.4924,.9183,0;-1.8679,1.4885,0;3.2254,-1.9965,0;4.2041,-1.7911,0;3.8174,-2.3831,0;-2.2429,3.0058,0;-3.2429,3.0058,0;-2.7429,3.5058,0;.6146,-.9339,0;1.1159,-.0687,0;-5.9929,1.3718,0;-4.7429,.5728,0;-11.0033,1.4388,0;-1.7407,-2.4985,0;-5.1269,3.8718,0;
Duplicates	DB04342
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04342.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04342.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04342.sdf