CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199220_t0 (2542176)

Formula C₂₀H₁₈N₄O₄

MW 378.39

InChIKey FEVWTWDSRCPEIL-QWOVJGMINA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 28

Number_Rings 5

Number_Bonds 51

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 8

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.81

logP 3.0709

PSA 113.24

MR 105.719

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 29.28333

PM7_Total_Energy_ev -4620.55604

PM7_Electronic_Energy_ev -36915.96768

PM7_Dipole_Debye 5.22786

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.614

PM7_LUMO_Energy_ev -1.354

PM7_COSMO_Area_square_ang 366.71

PM7_COSMO_Volue_cubic_ang 422.97

PM7_Electron_Affinity_ev 1.354

PM7_Ionization_Energy_ev 9.614

PM7_Energy_Gap_ev 8.26

PM7_Global_Hardness_ev 4.13

PM7_Global_Softness_ev 0.24213075060532688

PM7_Chemical_Potential_ev -5.484

PM7_Electronigativity_ev 5.484

PM7_Back_Donation_Energy_ev -1.0325

PM7_Electrophilicity_ev 3.640951089588378

OPENEYE_Name (1~{S},2~{R},6~{R},7~{R})-~{N}-(3-nitrophenyl)-5-(3-pyridyl)-3-oxa-4-azatricyclo[5.2.1.0^{2,6}]dec-4-ene-2-carboxamide

SMILES c1cc(cc(c1)[N+](=O)[O-])NC(=O)C23C(C(=NO2)c4cccnc4)C5CCC3C5

Canonical_SMILES O=C([C@@]12ON=C([C@H]2[C@H]2C[C@@H]1CC2)c1cccnc1)Nc1cccc(c1)[N](=O)O

InChI 1/C20H18N4O4/c25-19(22-15-4-1-5-16(10-15)24(26)27)20-14-7-6-12(9-14)17(20)18(23-28-20)13-3-2-8-21-11-13/h1-5,8,10-12,14,17H,6-7,9H2,(H,22,25)/f/h22H

InChI_3D 1S/C20H19N4O4/c25-19(22-15-4-1-5-16(10-15)24(26)27)20-14-7-6-12(9-14)17(20)18(23-28-20)13-3-2-8-21-11-13/h1-5,8,10-12,14,17H,6-7,9H2,(H,22,25)(H,26,27)/t12-,14+,17-,20-/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,14,15,7,16,6,8,18,9,19,10,11,17,12,13,20,21,23,22,24,26,25,27,28/E:(26,27)/F:m/E:m/CRV:24.5/rA:46cCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;;s2;;s3d8;s4d6;d5s6;s9;;;s14;;s12;s14s16s17;s15s16;s13s17s19;d7s8;d12;s10s13;s11;s24;d13;d24;s20s22;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s18;s19;s23;/rC:.2539,3.2121,0;-.4419,-4.1764,0;-.7407,-3.222,0;.1548,2.217,0;1.1712,3.6233,0;1.8809,2.0401,0;.5397,-4.393,0;.9136,-2.6988,0;-.068,-2.4821,0;.9636,1.6289,0;1.9893,3.0393,0;-.5982,-.8144,0;-.1305,-.5195,0;-3.2852,-.4992,0;-3.2856,.5069,0;-2.9659,-.0171,0;-1.5469,-.4983,0;-2.4251,-1.0122,0;-2.4139,1.0074,0;-1.5474,.5076,0;1.2224,-3.6553,0;;.7826,-.1117,0;2.9018,3.4484,0;3.0038,4.4432,0;-.2339,-1.5141,0;3.7123,2.8627,0;-.5899,.8205,0;-.1518,3.5043,0;-.7799,-4.5448,0;-1.229,-3.1143,0;-.3015,2.0124,0;1.2207,4.1208,0;2.2853,1.746,0;.6891,-4.8702,0;1.25,-2.3288,0;-3.4606,-.9674,0;-3.7772,-.4102,0;-3.7781,.4203,0;-3.4559,.977,0;-3.3513,-.3357,0;-3.3524,.3001,0;-1.495,-.9956,0;-2.4272,-1.5122,0;-2.4134,1.5074,0;1.1874,-.4052,0;

Duplicates CHEMBL5199220_t0;CHEMBL5199220_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199000-0005199249/CHEMBL5199220_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199000-0005199249/CHEMBL5199220_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199000-0005199249/CHEMBL5199220_t0.sdf

Formula	C₂₀H₁₈N₄O₄
MW	378.39
InChIKey	FEVWTWDSRCPEIL-QWOVJGMINA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	28
Number_Rings	5
Number_Bonds	51
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	8
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.81
logP	3.0709
PSA	113.24
MR	105.719
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	29.28333
PM7_Total_Energy_ev	-4620.55604
PM7_Electronic_Energy_ev	-36915.96768
PM7_Dipole_Debye	5.22786
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.614
PM7_LUMO_Energy_ev	-1.354
PM7_COSMO_Area_square_ang	366.71
PM7_COSMO_Volue_cubic_ang	422.97
PM7_Electron_Affinity_ev	1.354
PM7_Ionization_Energy_ev	9.614
PM7_Energy_Gap_ev	8.26
PM7_Global_Hardness_ev	4.13
PM7_Global_Softness_ev	0.24213075060532688
PM7_Chemical_Potential_ev	-5.484
PM7_Electronigativity_ev	5.484
PM7_Back_Donation_Energy_ev	-1.0325
PM7_Electrophilicity_ev	3.640951089588378
OPENEYE_Name	(1~{S},2~{R},6~{R},7~{R})-~{N}-(3-nitrophenyl)-5-(3-pyridyl)-3-oxa-4-azatricyclo[5.2.1.0^{2,6}]dec-4-ene-2-carboxamide
SMILES	c1cc(cc(c1)[N+](=O)[O-])NC(=O)C23C(C(=NO2)c4cccnc4)C5CCC3C5
Canonical_SMILES	O=C([C@@]12ON=C([C@H]2[C@H]2C[C@@H]1CC2)c1cccnc1)Nc1cccc(c1)[N](=O)O
InChI	1/C20H18N4O4/c25-19(22-15-4-1-5-16(10-15)24(26)27)20-14-7-6-12(9-14)17(20)18(23-28-20)13-3-2-8-21-11-13/h1-5,8,10-12,14,17H,6-7,9H2,(H,22,25)/f/h22H
InChI_3D	1S/C20H19N4O4/c25-19(22-15-4-1-5-16(10-15)24(26)27)20-14-7-6-12(9-14)17(20)18(23-28-20)13-3-2-8-21-11-13/h1-5,8,10-12,14,17H,6-7,9H2,(H,22,25)(H,26,27)/t12-,14+,17-,20-/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,14,15,7,16,6,8,18,9,19,10,11,17,12,13,20,21,23,22,24,26,25,27,28/E:(26,27)/F:m/E:m/CRV:24.5/rA:46cCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;;s2;;s3d8;s4d6;d5s6;s9;;;s14;;s12;s14s16s17;s15s16;s13s17s19;d7s8;d12;s10s13;s11;s24;d13;d24;s20s22;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s18;s19;s23;/rC:.2539,3.2121,0;-.4419,-4.1764,0;-.7407,-3.222,0;.1548,2.217,0;1.1712,3.6233,0;1.8809,2.0401,0;.5397,-4.393,0;.9136,-2.6988,0;-.068,-2.4821,0;.9636,1.6289,0;1.9893,3.0393,0;-.5982,-.8144,0;-.1305,-.5195,0;-3.2852,-.4992,0;-3.2856,.5069,0;-2.9659,-.0171,0;-1.5469,-.4983,0;-2.4251,-1.0122,0;-2.4139,1.0074,0;-1.5474,.5076,0;1.2224,-3.6553,0;;.7826,-.1117,0;2.9018,3.4484,0;3.0038,4.4432,0;-.2339,-1.5141,0;3.7123,2.8627,0;-.5899,.8205,0;-.1518,3.5043,0;-.7799,-4.5448,0;-1.229,-3.1143,0;-.3015,2.0124,0;1.2207,4.1208,0;2.2853,1.746,0;.6891,-4.8702,0;1.25,-2.3288,0;-3.4606,-.9674,0;-3.7772,-.4102,0;-3.7781,.4203,0;-3.4559,.977,0;-3.3513,-.3357,0;-3.3524,.3001,0;-1.495,-.9956,0;-2.4272,-1.5122,0;-2.4134,1.5074,0;1.1874,-.4052,0;
Duplicates	CHEMBL5199220_t0;CHEMBL5199220_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199000-0005199249/CHEMBL5199220_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199000-0005199249/CHEMBL5199220_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199000-0005199249/CHEMBL5199220_t0.sdf