CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194887_s0_p0_t0 (2537537)

Formula C₂₃H₁₉BrN₂O₄

MW 467.32

InChIKey VOWZRRTXLHYEEN-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.94

logP 5.54658

PSA 86.73

MR 116.551

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -27.9278

PM7_Total_Energy_ev -4854.74771

PM7_Electronic_Energy_ev -41701.45312

PM7_Dipole_Debye 7.41818

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.771

PM7_LUMO_Energy_ev -1.084

PM7_COSMO_Area_square_ang 401.01

PM7_COSMO_Volue_cubic_ang 486.07

PM7_Electron_Affinity_ev 1.084

PM7_Ionization_Energy_ev 8.771

PM7_Energy_Gap_ev 7.687

PM7_Global_Hardness_ev 3.8435

PM7_Global_Softness_ev 0.2601795238714713

PM7_Chemical_Potential_ev -4.9275

PM7_Electronigativity_ev 4.9275

PM7_Back_Donation_Energy_ev -0.960875

PM7_Electrophilicity_ev 3.158612755301158

OPENEYE_Name (4~{R})-2-amino-4-(2-bromo-3,4,5-trimethoxy-phenyl)-4~{H}-benzo[h]chromene-3-carbonitrile

SMILES C(#N)C1=C(Oc2c3ccccc3ccc2C1c4cc(c(c(c4Br)OC)OC)OC)N

Canonical_SMILES N#CC1=C(N)Oc2c([C@H]1c1cc(OC)c(c(c1Br)OC)OC)ccc1c2cccc1

InChI 1/C23H19BrN2O4/c1-27-17-10-15(19(24)22(29-3)21(17)28-2)18-14-9-8-12-6-4-5-7-13(12)20(14)30-23(26)16(18)11-25/h4-10,18H,26H2,1-3H3

InChI_3D 1S/C23H19BrN2O4/c1-27-17-10-15(19(24)22(29-3)21(17)28-2)18-14-9-8-12-6-4-5-7-13(12)20(14)30-23(26)16(18)11-25/h4-10,18H,26H2,1-3H3/t18-/m0/s1

AuxInfo 1/0/N:21,22,23,2,3,4,5,6,7,8,1,9,10,11,12,18,14,20,17,13,15,16,19,30,24,25,27,28,29,26/rA:49cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOBrHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;s3;;d6;;d4s6;d5s9;s7;d8;s10d11;s8;d14;s15;s12d16;s1;d18;s11s12s18;;;;t1;s19;s13s19;s14s21;s15s22;s16s23;s17;s2;s3;s4;s5;s6;s7;s8;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s25;s25;/rC:6.7914,-.034,0;;.4981,-.8737,0;.5098,.866,0;1.5058,-.8814,0;2.0203,1.7335,0;3.0288,1.7326,0;6.9508,.7977,0;1.5098,.8605,0;2.0078,-.0133,0;3.5288,.8513,0;6.1842,1.4479,0;3.0202,-.024,0;7.8913,1.1374,0;8.0731,2.1207,0;7.3066,2.771,0;6.3582,2.4379,0;5.0414,-.0275,0;4.5328,-.9029,0;4.5383,.8534,0;9.5954,.8274,0;9.1955,3.4399,0;6.7278,4.4035,0;7.7914,-.0377,0;5.0292,-1.771,0;3.5212,-.8973,0;8.6539,.4905,0;9.0151,2.4563,0;7.4884,3.7543,0;5.5957,3.0848,0;-.5,.0035,0;.2453,-1.3051,0;.2628,1.3007,0;1.754,-1.3155,0;1.7717,2.1673,0;3.2806,2.1646,0;6.862,.3056,0;4.4516,1.3458,0;9.4269,1.2982,0;9.7639,.3567,0;10.0662,.9959,0;8.7037,3.5301,0;9.6873,3.3497,0;9.2857,3.9317,0;6.4032,4.0231,0;7.0523,4.7838,0;6.3474,4.7281,0;4.7774,-2.203,0;5.5292,-1.773,0;

Duplicates CHEMBL5194887_s0_p0_t0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194887_s0_p0_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194887_s0_p0_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194887_s0_p0_t0.sdf

Formula	C₂₃H₁₉BrN₂O₄
MW	467.32
InChIKey	VOWZRRTXLHYEEN-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.94
logP	5.54658
PSA	86.73
MR	116.551
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-27.9278
PM7_Total_Energy_ev	-4854.74771
PM7_Electronic_Energy_ev	-41701.45312
PM7_Dipole_Debye	7.41818
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.771
PM7_LUMO_Energy_ev	-1.084
PM7_COSMO_Area_square_ang	401.01
PM7_COSMO_Volue_cubic_ang	486.07
PM7_Electron_Affinity_ev	1.084
PM7_Ionization_Energy_ev	8.771
PM7_Energy_Gap_ev	7.687
PM7_Global_Hardness_ev	3.8435
PM7_Global_Softness_ev	0.2601795238714713
PM7_Chemical_Potential_ev	-4.9275
PM7_Electronigativity_ev	4.9275
PM7_Back_Donation_Energy_ev	-0.960875
PM7_Electrophilicity_ev	3.158612755301158
OPENEYE_Name	(4~{R})-2-amino-4-(2-bromo-3,4,5-trimethoxy-phenyl)-4~{H}-benzo[h]chromene-3-carbonitrile
SMILES	C(#N)C1=C(Oc2c3ccccc3ccc2C1c4cc(c(c(c4Br)OC)OC)OC)N
Canonical_SMILES	N#CC1=C(N)Oc2c([C@H]1c1cc(OC)c(c(c1Br)OC)OC)ccc1c2cccc1
InChI	1/C23H19BrN2O4/c1-27-17-10-15(19(24)22(29-3)21(17)28-2)18-14-9-8-12-6-4-5-7-13(12)20(14)30-23(26)16(18)11-25/h4-10,18H,26H2,1-3H3
InChI_3D	1S/C23H19BrN2O4/c1-27-17-10-15(19(24)22(29-3)21(17)28-2)18-14-9-8-12-6-4-5-7-13(12)20(14)30-23(26)16(18)11-25/h4-10,18H,26H2,1-3H3/t18-/m0/s1
AuxInfo	1/0/N:21,22,23,2,3,4,5,6,7,8,1,9,10,11,12,18,14,20,17,13,15,16,19,30,24,25,27,28,29,26/rA:49cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOBrHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;s3;;d6;;d4s6;d5s9;s7;d8;s10d11;s8;d14;s15;s12d16;s1;d18;s11s12s18;;;;t1;s19;s13s19;s14s21;s15s22;s16s23;s17;s2;s3;s4;s5;s6;s7;s8;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s25;s25;/rC:6.7914,-.034,0;;.4981,-.8737,0;.5098,.866,0;1.5058,-.8814,0;2.0203,1.7335,0;3.0288,1.7326,0;6.9508,.7977,0;1.5098,.8605,0;2.0078,-.0133,0;3.5288,.8513,0;6.1842,1.4479,0;3.0202,-.024,0;7.8913,1.1374,0;8.0731,2.1207,0;7.3066,2.771,0;6.3582,2.4379,0;5.0414,-.0275,0;4.5328,-.9029,0;4.5383,.8534,0;9.5954,.8274,0;9.1955,3.4399,0;6.7278,4.4035,0;7.7914,-.0377,0;5.0292,-1.771,0;3.5212,-.8973,0;8.6539,.4905,0;9.0151,2.4563,0;7.4884,3.7543,0;5.5957,3.0848,0;-.5,.0035,0;.2453,-1.3051,0;.2628,1.3007,0;1.754,-1.3155,0;1.7717,2.1673,0;3.2806,2.1646,0;6.862,.3056,0;4.4516,1.3458,0;9.4269,1.2982,0;9.7639,.3567,0;10.0662,.9959,0;8.7037,3.5301,0;9.6873,3.3497,0;9.2857,3.9317,0;6.4032,4.0231,0;7.0523,4.7838,0;6.3474,4.7281,0;4.7774,-2.203,0;5.5292,-1.773,0;
Duplicates	CHEMBL5194887_s0_p0_t0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194887_s0_p0_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194887_s0_p0_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194887_s0_p0_t0.sdf