CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05520 (5484)

Formula C₂₃H₂₃ClN₂O₃

MW 410.9

InChIKey UYRWZANUXPUEPQ-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.76

logP 4.5255

PSA 74.68

MR 116.662

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -49.05937

PM7_Total_Energy_ev -4659.5341

PM7_Electronic_Energy_ev -40087.62442

PM7_Dipole_Debye 5.19407

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.897

PM7_LUMO_Energy_ev -0.861

PM7_COSMO_Area_square_ang 407

PM7_COSMO_Volue_cubic_ang 477.23

PM7_Electron_Affinity_ev 0.861

PM7_Ionization_Energy_ev 8.897

PM7_Energy_Gap_ev 8.036

PM7_Global_Hardness_ev 4.018

PM7_Global_Softness_ev 0.24888003982080636

PM7_Chemical_Potential_ev -4.879

PM7_Electronigativity_ev 4.879

PM7_Back_Donation_Energy_ev -1.0045

PM7_Electrophilicity_ev 2.96225

OPENEYE_Name (1~{R},9~{R},13~{E})-1-[(~{E})-(5-chloro-2-hydroxy-3-methoxy-phenyl)methyleneamino]-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,10-trien-5-one

SMILES c1c(c(c(cc1Cl)OC)O)C=NC23c4ccc(=O)[nH]c4CC(C2=CC)C=C(C3)C

Canonical_SMILES C/C=C/1[C@H]2C=C(C[C@]1(/N=C/c1cc(Cl)cc(c1O)OC)c1c(C2)[nH]c(=O)cc1)C

InChI 1/C23H23ClN2O3/c1-4-17-14-7-13(2)11-23(17,18-5-6-21(27)26-19(18)9-14)25-12-15-8-16(24)10-20(29-3)22(15)28/h4-8,10,12,14,28H,9,11H2,1-3H3,(H,26,27)/f/h26H

InChI_3D 1S/C23H23ClN2O3/c1-4-17-14-7-13(2)11-23(17,18-5-6-21(27)26-19(18)9-14)25-12-15-8-16(24)10-20(29-3)22(15)28/h4-8,10,12,14,28H,9,11H2,1-3H3,(H,26,27)/b17-4+,25-12+/t14-,23+/m0/s1

AuxInfo 1/1/N:22,21,23,16,7,8,9,1,18,2,17,15,11,19,3,6,14,10,12,4,13,5,20,29,24,25,26,27,28/F:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNOOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s3d4;s1d2;;d7;;s7;d9;d10;s8;;s3;w14;s11;s12;s9s14s18;s10s14s17;s11;s16;;w15s20;s12s13;d13;s5;s4s23;s6;s1;s2;s7;s8;s9;s15;s16;s17;s17;s18;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s25;s27;/rC:3.9346,-2.2446,0;4.8042,-3.7459,0;4.8044,-1.7408,0;5.674,-3.2421,0;5.6697,-2.2421,0;3.9301,-3.2497,0;1.5455,-.8888,0;.5157,-.889,0;4.0723,1.7632,0;2.0517,.0022,0;4.5856,.8785,0;1.536,.8911,0;;3.5672,.8861,0;4.8045,.0092,0;5.3172,.8898,0;4.0723,-.0006,0;2.0411,1.7728,0;3.0619,1.7728,0;3.0724,.0093,0;6.3356,.8761,0;5.8154,1.7569,0;6.5444,-4.7396,0;3.9385,.5093,0;.514,.889,0;-1,-.0007,0;6.535,-1.7408,0;6.5415,-3.7396,0;3.0648,-3.751,0;3.502,-1.9939,0;4.8064,-4.2459,0;1.797,-1.3209,0;.2662,-1.3223,0;4.3239,2.1953,0;5.2375,.2592,0;5.5681,.4573,0;4.541,-.1747,0;3.9814,-.4923,0;1.5709,1.9428,0;2.1274,2.2653,0;3.0643,2.2728,0;6.3363,1.3761,0;6.3349,.3761,0;6.8356,.8754,0;5.3818,2.0059,0;6.2489,1.5078,0;6.0645,2.1904,0;6.0444,-4.741,0;7.0444,-4.7382,0;6.5458,-5.2396,0;.2637,1.3218,0;6.9684,-1.9902,0;

Duplicates DB05520

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05520.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05520.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05520.sdf

Formula	C₂₃H₂₃ClN₂O₃
MW	410.9
InChIKey	UYRWZANUXPUEPQ-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.76
logP	4.5255
PSA	74.68
MR	116.662
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-49.05937
PM7_Total_Energy_ev	-4659.5341
PM7_Electronic_Energy_ev	-40087.62442
PM7_Dipole_Debye	5.19407
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.897
PM7_LUMO_Energy_ev	-0.861
PM7_COSMO_Area_square_ang	407
PM7_COSMO_Volue_cubic_ang	477.23
PM7_Electron_Affinity_ev	0.861
PM7_Ionization_Energy_ev	8.897
PM7_Energy_Gap_ev	8.036
PM7_Global_Hardness_ev	4.018
PM7_Global_Softness_ev	0.24888003982080636
PM7_Chemical_Potential_ev	-4.879
PM7_Electronigativity_ev	4.879
PM7_Back_Donation_Energy_ev	-1.0045
PM7_Electrophilicity_ev	2.96225
OPENEYE_Name	(1~{R},9~{R},13~{E})-1-[(~{E})-(5-chloro-2-hydroxy-3-methoxy-phenyl)methyleneamino]-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,10-trien-5-one
SMILES	c1c(c(c(cc1Cl)OC)O)C=NC23c4ccc(=O)[nH]c4CC(C2=CC)C=C(C3)C
Canonical_SMILES	C/C=C/1[C@H]2C=C(C[C@]1(/N=C/c1cc(Cl)cc(c1O)OC)c1c(C2)[nH]c(=O)cc1)C
InChI	1/C23H23ClN2O3/c1-4-17-14-7-13(2)11-23(17,18-5-6-21(27)26-19(18)9-14)25-12-15-8-16(24)10-20(29-3)22(15)28/h4-8,10,12,14,28H,9,11H2,1-3H3,(H,26,27)/f/h26H
InChI_3D	1S/C23H23ClN2O3/c1-4-17-14-7-13(2)11-23(17,18-5-6-21(27)26-19(18)9-14)25-12-15-8-16(24)10-20(29-3)22(15)28/h4-8,10,12,14,28H,9,11H2,1-3H3,(H,26,27)/b17-4+,25-12+/t14-,23+/m0/s1
AuxInfo	1/1/N:22,21,23,16,7,8,9,1,18,2,17,15,11,19,3,6,14,10,12,4,13,5,20,29,24,25,26,27,28/F:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCCNNOOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s3d4;s1d2;;d7;;s7;d9;d10;s8;;s3;w14;s11;s12;s9s14s18;s10s14s17;s11;s16;;w15s20;s12s13;d13;s5;s4s23;s6;s1;s2;s7;s8;s9;s15;s16;s17;s17;s18;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s25;s27;/rC:3.9346,-2.2446,0;4.8042,-3.7459,0;4.8044,-1.7408,0;5.674,-3.2421,0;5.6697,-2.2421,0;3.9301,-3.2497,0;1.5455,-.8888,0;.5157,-.889,0;4.0723,1.7632,0;2.0517,.0022,0;4.5856,.8785,0;1.536,.8911,0;;3.5672,.8861,0;4.8045,.0092,0;5.3172,.8898,0;4.0723,-.0006,0;2.0411,1.7728,0;3.0619,1.7728,0;3.0724,.0093,0;6.3356,.8761,0;5.8154,1.7569,0;6.5444,-4.7396,0;3.9385,.5093,0;.514,.889,0;-1,-.0007,0;6.535,-1.7408,0;6.5415,-3.7396,0;3.0648,-3.751,0;3.502,-1.9939,0;4.8064,-4.2459,0;1.797,-1.3209,0;.2662,-1.3223,0;4.3239,2.1953,0;5.2375,.2592,0;5.5681,.4573,0;4.541,-.1747,0;3.9814,-.4923,0;1.5709,1.9428,0;2.1274,2.2653,0;3.0643,2.2728,0;6.3363,1.3761,0;6.3349,.3761,0;6.8356,.8754,0;5.3818,2.0059,0;6.2489,1.5078,0;6.0645,2.1904,0;6.0444,-4.741,0;7.0444,-4.7382,0;6.5458,-5.2396,0;.2637,1.3218,0;6.9684,-1.9902,0;
Duplicates	DB05520
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05520.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05520.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05520.sdf