CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108735_s0_p7 (9356)

Formula C₂₀H₁₈NO₅

MW 352.37

InChIKey PEXNVLBTVVVKBD-XNAIXWFINA-M

Entry_Date 2023-09-01

Net_Charge -1

Number_Atoms 46

Number_Heavy_Atoms 26

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP -0.02

logP 1.9562

PSA 111.47

MR 95.0127

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -174.48928

PM7_Total_Energy_ev -4362.96618

PM7_Electronic_Energy_ev -34277.97255

PM7_Dipole_Debye 12.49251

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.993

PM7_LUMO_Energy_ev 2.123

PM7_COSMO_Area_square_ang 335.61

PM7_COSMO_Volue_cubic_ang 404.44

PM7_Electron_Affinity_ev -2.123

PM7_Ionization_Energy_ev 5.993

PM7_Energy_Gap_ev 8.116

PM7_Global_Hardness_ev 4.058

PM7_Global_Softness_ev 0.2464268112370626

PM7_Chemical_Potential_ev -1.935

PM7_Electronigativity_ev 1.935

PM7_Back_Donation_Energy_ev -1.0145

PM7_Electrophilicity_ev 0.4613387136520453

OPENEYE_Name (1~{S},2~{S},3~{S})-2-[(~{S})-azaniumyl(carboxylato)methyl]-3-(9~{H}-xanthen-9-ylmethyl)cyclopropanecarboxylate

SMILES c1ccc2c(c1)C(c3ccccc3O2)CC4C(C4C(C(=O)[O-])[NH3+])C(=O)[O-]

Canonical_SMILES OC(=O)[C@H]([C@@H]1[C@H]([C@H]1CC1c2ccccc2Oc2c1cccc2)C(=O)O)[NH3+]

InChI 1/C20H19NO5/c21-18(20(24)25)16-13(17(16)19(22)23)9-12-10-5-1-3-7-14(10)26-15-8-4-2-6-11(12)15/h1-8,12-13,16-18H,9,21H2,(H,22,23)(H,24,25)/p-1/fC20H18NO5/h21H/q-1

InChI_3D 1S/C20H19NO5/c21-18(20(24)25)16-13(17(16)19(22)23)9-12-10-5-1-3-7-14(10)26-15-8-4-2-6-11(12)15/h1-8,12-13,16-18H,9,21H2,(H,22,23)(H,24,25)/p+1/t13-,16-,17-,18-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,19,9,10,15,17,11,12,18,16,20,13,14,21,22,25,23,26,24/E:(1,2)(3,4)(5,6)(7,8)(10,11)(14,15)(22,23)(24,25)/F:m/E:m/rA:44cCCCCCCCCCCCCCCCCCCCCN+OOOO-O-HHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;d5;d6;d7s9;d8s10;;;s9s10;s13;s16;s16s17;s15s17;s14s18;s20;d13;d14;s11s12;s13;s14;s1;s2;s3;s4;s5;s6;s7;s8;s15;s16;s17;s18;s19;s19;s20;s21;s21;s21;/rC:;5.2154,.0028,0;0,-1.0057,0;5.2158,-1.0053,0;.8679,.5079,0;4.3415,.5094,0;.8679,-1.5033,0;4.3422,-1.5068,0;1.7358,0,0;3.4735,.0022,0;1.7371,-1.0057,0;3.4738,-1.0059,0;-.5047,3.3662,0;2.1417,5.259,0;2.6012,.5067,0;.4792,3.5447,0;.8255,2.6066,0;1.4669,3.3763,0;1.9555,1.2703,0;1.8043,4.3176,0;2.7456,3.9802,0;-1.1512,4.1291,0;3.1256,5.4375,0;2.6038,-1.5046,0;-.8421,2.4249,0;1.4951,6.0219,0;-.4337,.2487,0;5.6486,.2525,0;-.4326,-1.2564,0;5.6486,-1.2557,0;.8679,1.0079,0;4.3406,1.0094,0;.8677,-2.0033,0;4.3417,-2.0068,0;2.922,.8902,0;.4766,4.0447,0;.3935,2.3548,0;1.9009,3.1281,0;1.5737,.9474,0;2.3373,1.5931,0;1.3336,4.4863,0;2.9143,4.4509,0;2.5769,3.5095,0;3.2163,3.8115,0;

Duplicates CHEMBL108735_s0_p7

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108735_s0_p7.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108735_s0_p7.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108735_s0_p7.sdf

Formula	C₂₀H₁₈NO₅
MW	352.37
InChIKey	PEXNVLBTVVVKBD-XNAIXWFINA-M
Entry_Date	2023-09-01
Net_Charge	-1
Number_Atoms	46
Number_Heavy_Atoms	26
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	-0.02
logP	1.9562
PSA	111.47
MR	95.0127
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-174.48928
PM7_Total_Energy_ev	-4362.96618
PM7_Electronic_Energy_ev	-34277.97255
PM7_Dipole_Debye	12.49251
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.993
PM7_LUMO_Energy_ev	2.123
PM7_COSMO_Area_square_ang	335.61
PM7_COSMO_Volue_cubic_ang	404.44
PM7_Electron_Affinity_ev	-2.123
PM7_Ionization_Energy_ev	5.993
PM7_Energy_Gap_ev	8.116
PM7_Global_Hardness_ev	4.058
PM7_Global_Softness_ev	0.2464268112370626
PM7_Chemical_Potential_ev	-1.935
PM7_Electronigativity_ev	1.935
PM7_Back_Donation_Energy_ev	-1.0145
PM7_Electrophilicity_ev	0.4613387136520453
OPENEYE_Name	(1~{S},2~{S},3~{S})-2-[(~{S})-azaniumyl(carboxylato)methyl]-3-(9~{H}-xanthen-9-ylmethyl)cyclopropanecarboxylate
SMILES	c1ccc2c(c1)C(c3ccccc3O2)CC4C(C4C(C(=O)[O-])[NH3+])C(=O)[O-]
Canonical_SMILES	OC(=O)[C@H]([C@@H]1[C@H]([C@H]1CC1c2ccccc2Oc2c1cccc2)C(=O)O)[NH3+]
InChI	1/C20H19NO5/c21-18(20(24)25)16-13(17(16)19(22)23)9-12-10-5-1-3-7-14(10)26-15-8-4-2-6-11(12)15/h1-8,12-13,16-18H,9,21H2,(H,22,23)(H,24,25)/p-1/fC20H18NO5/h21H/q-1
InChI_3D	1S/C20H19NO5/c21-18(20(24)25)16-13(17(16)19(22)23)9-12-10-5-1-3-7-14(10)26-15-8-4-2-6-11(12)15/h1-8,12-13,16-18H,9,21H2,(H,22,23)(H,24,25)/p+1/t13-,16-,17-,18-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,19,9,10,15,17,11,12,18,16,20,13,14,21,22,25,23,26,24/E:(1,2)(3,4)(5,6)(7,8)(10,11)(14,15)(22,23)(24,25)/F:m/E:m/rA:44cCCCCCCCCCCCCCCCCCCCCN+OOOO-O-HHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;d5;d6;d7s9;d8s10;;;s9s10;s13;s16;s16s17;s15s17;s14s18;s20;d13;d14;s11s12;s13;s14;s1;s2;s3;s4;s5;s6;s7;s8;s15;s16;s17;s18;s19;s19;s20;s21;s21;s21;/rC:;5.2154,.0028,0;0,-1.0057,0;5.2158,-1.0053,0;.8679,.5079,0;4.3415,.5094,0;.8679,-1.5033,0;4.3422,-1.5068,0;1.7358,0,0;3.4735,.0022,0;1.7371,-1.0057,0;3.4738,-1.0059,0;-.5047,3.3662,0;2.1417,5.259,0;2.6012,.5067,0;.4792,3.5447,0;.8255,2.6066,0;1.4669,3.3763,0;1.9555,1.2703,0;1.8043,4.3176,0;2.7456,3.9802,0;-1.1512,4.1291,0;3.1256,5.4375,0;2.6038,-1.5046,0;-.8421,2.4249,0;1.4951,6.0219,0;-.4337,.2487,0;5.6486,.2525,0;-.4326,-1.2564,0;5.6486,-1.2557,0;.8679,1.0079,0;4.3406,1.0094,0;.8677,-2.0033,0;4.3417,-2.0068,0;2.922,.8902,0;.4766,4.0447,0;.3935,2.3548,0;1.9009,3.1281,0;1.5737,.9474,0;2.3373,1.5931,0;1.3336,4.4863,0;2.9143,4.4509,0;2.5769,3.5095,0;3.2163,3.8115,0;
Duplicates	CHEMBL108735_s0_p7
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108735_s0_p7.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108735_s0_p7.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108735_s0_p7.sdf