CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182685_t0 (97692)

Formula C₂₀H₂₂N₂O₃

MW 338.41

InChIKey WYBUDADHKWEMSX-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 25

Number_Rings 5

Number_Bonds 52

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 5

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 0.67

logP 3.0675

PSA 62.32

MR 99.3672

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -14.16479

PM7_Total_Energy_ev -4008.99453

PM7_Electronic_Energy_ev -34445.10613

PM7_Dipole_Debye 5.70482

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.198

PM7_LUMO_Energy_ev -0.006

PM7_COSMO_Area_square_ang 325.91

PM7_COSMO_Volue_cubic_ang 401.39

PM7_Electron_Affinity_ev 0.006

PM7_Ionization_Energy_ev 8.198

PM7_Energy_Gap_ev 8.192

PM7_Global_Hardness_ev 4.096

PM7_Global_Softness_ev 0.244140625

PM7_Chemical_Potential_ev -4.102

PM7_Electronigativity_ev 4.102

PM7_Back_Donation_Energy_ev -1.024

PM7_Electrophilicity_ev 2.05400439453125

OPENEYE_Name methyl (1~{S},12~{S},13~{S},14~{R},15~{E},17~{S})-15-ethylidene-17-oxido-3-aza-17-azoniapentacyclo[12.3.1.0^{2,10}.0^{4,9}.0^{12,17}]octadeca-2(10),4,6,8-tetraene-13-carboxylate

SMILES c1ccc2c(c1)c3c([nH]2)C4CC5C(=CC)C[N+]4(C(C3)C5C(=O)OC)[O-]

Canonical_SMILES COC(=O)[C@H]1[C@H]2C[C@@H]3[N@@+]([C@H]1Cc1c3[nH]c3c1cccc3)(C/C/2=C/C)O

InChI 1/C20H22N2O3/c1-3-11-10-22(24)16-9-14-12-6-4-5-7-15(12)21-19(14)17(22)8-13(11)18(16)20(23)25-2/h3-7,13,16-18,21H,8-10H2,1-2H3

InChI_3D 1S/C20H23N2O3/c1-3-11-10-22(24)16-9-14-12-6-4-5-7-15(12)21-19(14)17(22)8-13(11)18(16)20(23)25-2/h3-7,13,16-18,21,24H,8-10H2,1-2H3/q+1/b11-3-/t13-,16-,17-,18-,22-/m0/s1

AuxInfo 1/0/N:19,20,10,1,2,3,4,14,12,13,9,5,16,6,7,18,15,17,8,11,21,22,24,23,25/CRV:22+1,24-1/rA:47cCCCCCCCCCCCCCCCCCCCCNN+O-OOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;w9;;s6;s9;;s8s14;s9s14;s11s16;s12s17;s10;;s7s8;s13s15s18;s22;d11;s11s20;s1;s2;s3;s4;s10;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;/rC:;-.5,.866,0;1,0,0;0,1.7321,0;1.5,.866,0;2.4781,1.0739,0;1,1.7321,0;2.5827,2.0685,0;5.3233,3.2887,0;6.2369,3.6954,0;5.5689,-.5239,0;3.2872,.4862,0;5.2188,2.2941,0;3.6008,3.4697,0;3.4962,2.4752,0;4.5143,3.8765,0;5.0097,.3051,0;4.2007,.8929,0;6.3414,4.6899,0;5.6897,-2.2518,0;1.6691,2.4752,0;4.3052,1.8874,0;4.4098,2.8819,0;6.5665,-.4542,0;5.1305,-1.4227,0;-.25,-.433,0;-1,.866,0;1.25,-.433,0;-.25,2.1651,0;6.6414,3.4015,0;3.5668,.0716,0;2.9275,.1388,0;5.7176,2.329,0;5.3397,1.809,0;3.102,3.4348,0;3.4798,3.9549,0;3.444,1.9779,0;4.462,3.3792,0;4.6501,-.0422,0;4.6575,1.0963,0;6.8387,4.6377,0;5.8441,4.7422,0;6.3937,5.1872,0;5.2752,-2.5314,0;5.9693,-2.6663,0;6.1043,-1.9722,0;1.5652,2.9643,0;

Duplicates ChEBI182685_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182685_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182685_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182685_t0.sdf

Formula	C₂₀H₂₂N₂O₃
MW	338.41
InChIKey	WYBUDADHKWEMSX-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	25
Number_Rings	5
Number_Bonds	52
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	5
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	0.67
logP	3.0675
PSA	62.32
MR	99.3672
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-14.16479
PM7_Total_Energy_ev	-4008.99453
PM7_Electronic_Energy_ev	-34445.10613
PM7_Dipole_Debye	5.70482
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.198
PM7_LUMO_Energy_ev	-0.006
PM7_COSMO_Area_square_ang	325.91
PM7_COSMO_Volue_cubic_ang	401.39
PM7_Electron_Affinity_ev	0.006
PM7_Ionization_Energy_ev	8.198
PM7_Energy_Gap_ev	8.192
PM7_Global_Hardness_ev	4.096
PM7_Global_Softness_ev	0.244140625
PM7_Chemical_Potential_ev	-4.102
PM7_Electronigativity_ev	4.102
PM7_Back_Donation_Energy_ev	-1.024
PM7_Electrophilicity_ev	2.05400439453125
OPENEYE_Name	methyl (1~{S},12~{S},13~{S},14~{R},15~{E},17~{S})-15-ethylidene-17-oxido-3-aza-17-azoniapentacyclo[12.3.1.0^{2,10}.0^{4,9}.0^{12,17}]octadeca-2(10),4,6,8-tetraene-13-carboxylate
SMILES	c1ccc2c(c1)c3c([nH]2)C4CC5C(=CC)C[N+]4(C(C3)C5C(=O)OC)[O-]
Canonical_SMILES	COC(=O)[C@H]1[C@H]2C[C@@H]3[N@@+]([C@H]1Cc1c3[nH]c3c1cccc3)(C/C/2=C/C)O
InChI	1/C20H22N2O3/c1-3-11-10-22(24)16-9-14-12-6-4-5-7-15(12)21-19(14)17(22)8-13(11)18(16)20(23)25-2/h3-7,13,16-18,21H,8-10H2,1-2H3
InChI_3D	1S/C20H23N2O3/c1-3-11-10-22(24)16-9-14-12-6-4-5-7-15(12)21-19(14)17(22)8-13(11)18(16)20(23)25-2/h3-7,13,16-18,21,24H,8-10H2,1-2H3/q+1/b11-3-/t13-,16-,17-,18-,22-/m0/s1
AuxInfo	1/0/N:19,20,10,1,2,3,4,14,12,13,9,5,16,6,7,18,15,17,8,11,21,22,24,23,25/CRV:22+1,24-1/rA:47cCCCCCCCCCCCCCCCCCCCCNN+O-OOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;w9;;s6;s9;;s8s14;s9s14;s11s16;s12s17;s10;;s7s8;s13s15s18;s22;d11;s11s20;s1;s2;s3;s4;s10;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;/rC:;-.5,.866,0;1,0,0;0,1.7321,0;1.5,.866,0;2.4781,1.0739,0;1,1.7321,0;2.5827,2.0685,0;5.3233,3.2887,0;6.2369,3.6954,0;5.5689,-.5239,0;3.2872,.4862,0;5.2188,2.2941,0;3.6008,3.4697,0;3.4962,2.4752,0;4.5143,3.8765,0;5.0097,.3051,0;4.2007,.8929,0;6.3414,4.6899,0;5.6897,-2.2518,0;1.6691,2.4752,0;4.3052,1.8874,0;4.4098,2.8819,0;6.5665,-.4542,0;5.1305,-1.4227,0;-.25,-.433,0;-1,.866,0;1.25,-.433,0;-.25,2.1651,0;6.6414,3.4015,0;3.5668,.0716,0;2.9275,.1388,0;5.7176,2.329,0;5.3397,1.809,0;3.102,3.4348,0;3.4798,3.9549,0;3.444,1.9779,0;4.462,3.3792,0;4.6501,-.0422,0;4.6575,1.0963,0;6.8387,4.6377,0;5.8441,4.7422,0;6.3937,5.1872,0;5.2752,-2.5314,0;5.9693,-2.6663,0;6.1043,-1.9722,0;1.5652,2.9643,0;
Duplicates	ChEBI182685_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182685_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182685_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182685_t0.sdf