CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI7719 (3445)

Formula C₂₀H₁₈ClNO₆

MW 403.82

InChIKey RWQKHEORZBHNRI-WKAABZQDNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 48

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.38

logP 2.9636

PSA 112.93

MR 101.283

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -227.65714

PM7_Total_Energy_ev -4925.23113

PM7_Electronic_Energy_ev -38768.67029

PM7_Dipole_Debye 5.89446

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.707

PM7_LUMO_Energy_ev -1.49

PM7_COSMO_Area_square_ang 379.46

PM7_COSMO_Volue_cubic_ang 443.05

PM7_Electron_Affinity_ev 1.49

PM7_Ionization_Energy_ev 9.707

PM7_Energy_Gap_ev 8.217

PM7_Global_Hardness_ev 4.1085

PM7_Global_Softness_ev 0.24339783375927954

PM7_Chemical_Potential_ev -5.5985

PM7_Electronigativity_ev 5.5985

PM7_Back_Donation_Energy_ev -1.027125

PM7_Electrophilicity_ev 3.8144337653644884

OPENEYE_Name (2~{S})-2-[[(3~{R})-5-chloro-8-hydroxy-3-methyl-1-oxo-isochromane-7-carbonyl]amino]-3-phenyl-propanoic acid

SMILES c1ccc(cc1)CC(C(=O)O)NC(=O)c2cc(c3c(c2O)C(=O)OC(C3)C)Cl

Canonical_SMILES C[C@H]1OC(=O)c2c(C1)c(Cl)cc(c2O)C(=O)N[C@H](C(=O)O)Cc1ccccc1

InChI 1/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/f/h22,25H

InChI_3D 1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1

AuxInfo 1/1/N:18,1,2,3,4,5,16,19,6,17,10,9,8,12,20,7,11,14,15,13,28,21,26,23,24,27,22,25/E:(3,4)(5,6)(25,26)/F:18,1,2,3,4,5,16,19,6,17,10,9,8,12,20,7,11,14,15,13,28,21,26,23,27,24,22,25/E:(3,4)(5,6)/rA:46cCCCCCCCCCCCCCCCCCCCCNOOOOOOClHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;d7s8;s6d9;s7;s8;;s9;s16;s17;s10;s15s19;s14s20;d13;d14;d15;s13s17;s11;s15;s12;s1;s2;s3;s4;s5;s6;s16;s16;s17;s18;s18;s18;s19;s19;s20;s21;s26;s27;/rC:-6.0787,3.4927,0;-5.2156,3.9978,0;-6.0786,2.4927,0;-4.3435,3.4978,0;-5.2065,1.9927,0;;1.7374,1.0057,0;0,1.0057,0;1.736,-.0012,0;-4.3346,2.4927,0;.868,1.5138,0;.868,-.4978,0;2.6052,1.5109,0;-.8675,1.5031,0;-3.097,.6304,0;2.6026,-.5032,0;3.4761,-.0036,0;5.2002,.2965,0;-3.4671,1.9953,0;-2.5996,1.4979,0;-1.732,1.0005,0;2.6051,2.5109,0;-.8705,2.5031,0;-4.097,.6274,0;3.4774,1.0034,0;.8676,2.5138,0;-2.5944,-.2341,0;.8675,-1.4978,0;-6.5124,3.7414,0;-5.2178,4.4978,0;-6.5112,2.242,0;-3.912,3.7504,0;-5.2065,1.4927,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.6456,-.474,0;5.1144,.7891,0;5.2859,-.1961,0;5.6928,.3822,0;-3.2184,2.4291,0;-3.7158,1.5616,0;-2.3509,1.9317,0;-1.7305,.5005,0;.4345,2.7636,0;-2.8431,-.6679,0;

Duplicates ChEBI7719;ChEBI141331_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/ChEBI7719.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/ChEBI7719.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/ChEBI7719.sdf

Formula	C₂₀H₁₈ClNO₆
MW	403.82
InChIKey	RWQKHEORZBHNRI-WKAABZQDNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	48
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.38
logP	2.9636
PSA	112.93
MR	101.283
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-227.65714
PM7_Total_Energy_ev	-4925.23113
PM7_Electronic_Energy_ev	-38768.67029
PM7_Dipole_Debye	5.89446
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.707
PM7_LUMO_Energy_ev	-1.49
PM7_COSMO_Area_square_ang	379.46
PM7_COSMO_Volue_cubic_ang	443.05
PM7_Electron_Affinity_ev	1.49
PM7_Ionization_Energy_ev	9.707
PM7_Energy_Gap_ev	8.217
PM7_Global_Hardness_ev	4.1085
PM7_Global_Softness_ev	0.24339783375927954
PM7_Chemical_Potential_ev	-5.5985
PM7_Electronigativity_ev	5.5985
PM7_Back_Donation_Energy_ev	-1.027125
PM7_Electrophilicity_ev	3.8144337653644884
OPENEYE_Name	(2~{S})-2-[[(3~{R})-5-chloro-8-hydroxy-3-methyl-1-oxo-isochromane-7-carbonyl]amino]-3-phenyl-propanoic acid
SMILES	c1ccc(cc1)CC(C(=O)O)NC(=O)c2cc(c3c(c2O)C(=O)OC(C3)C)Cl
Canonical_SMILES	C[C@H]1OC(=O)c2c(C1)c(Cl)cc(c2O)C(=O)N[C@H](C(=O)O)Cc1ccccc1
InChI	1/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/f/h22,25H
InChI_3D	1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/s1
AuxInfo	1/1/N:18,1,2,3,4,5,16,19,6,17,10,9,8,12,20,7,11,14,15,13,28,21,26,23,24,27,22,25/E:(3,4)(5,6)(25,26)/F:18,1,2,3,4,5,16,19,6,17,10,9,8,12,20,7,11,14,15,13,28,21,26,23,27,24,22,25/E:(3,4)(5,6)/rA:46cCCCCCCCCCCCCCCCCCCCCNOOOOOOClHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;d7s8;s6d9;s7;s8;;s9;s16;s17;s10;s15s19;s14s20;d13;d14;d15;s13s17;s11;s15;s12;s1;s2;s3;s4;s5;s6;s16;s16;s17;s18;s18;s18;s19;s19;s20;s21;s26;s27;/rC:-6.0787,3.4927,0;-5.2156,3.9978,0;-6.0786,2.4927,0;-4.3435,3.4978,0;-5.2065,1.9927,0;;1.7374,1.0057,0;0,1.0057,0;1.736,-.0012,0;-4.3346,2.4927,0;.868,1.5138,0;.868,-.4978,0;2.6052,1.5109,0;-.8675,1.5031,0;-3.097,.6304,0;2.6026,-.5032,0;3.4761,-.0036,0;5.2002,.2965,0;-3.4671,1.9953,0;-2.5996,1.4979,0;-1.732,1.0005,0;2.6051,2.5109,0;-.8705,2.5031,0;-4.097,.6274,0;3.4774,1.0034,0;.8676,2.5138,0;-2.5944,-.2341,0;.8675,-1.4978,0;-6.5124,3.7414,0;-5.2178,4.4978,0;-6.5112,2.242,0;-3.912,3.7504,0;-5.2065,1.4927,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.6456,-.474,0;5.1144,.7891,0;5.2859,-.1961,0;5.6928,.3822,0;-3.2184,2.4291,0;-3.7158,1.5616,0;-2.3509,1.9317,0;-1.7305,.5005,0;.4345,2.7636,0;-2.8431,-.6679,0;
Duplicates	ChEBI7719;ChEBI141331_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/ChEBI7719.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/ChEBI7719.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/ChEBI7719.sdf