CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL101519_p0 (1608)

Formula C₂₇H₂₇NO₄

MW 429.51

InChIKey WXOUFNFMPVMGFZ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 32

Number_Rings 7

Number_Bonds 65

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.18

logP 3.1568

PSA 70

MR 124.902

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -57.51418

PM7_Total_Energy_ev -5045.93682

PM7_Electronic_Energy_ev -48366.77328

PM7_Dipole_Debye 6.16481

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.716

PM7_LUMO_Energy_ev -0.156

PM7_COSMO_Area_square_ang 407.72

PM7_COSMO_Volue_cubic_ang 510.04

PM7_Electron_Affinity_ev 0.156

PM7_Ionization_Energy_ev 8.716

PM7_Energy_Gap_ev 8.56

PM7_Global_Hardness_ev 4.28

PM7_Global_Softness_ev 0.2336448598130841

PM7_Chemical_Potential_ev -4.436

PM7_Electronigativity_ev 4.436

PM7_Back_Donation_Energy_ev -1.07

PM7_Electrophilicity_ev 2.2988429906542054

OPENEYE_Name (3~{R},4~{R},4~{a}~{S},6~{Z},7~{a}~{R},12~{b}~{S})-6-benzylidene-3-(cyclopropylmethyl)-4~{a},9-dihydroxy-1,2,4,5,7~{a},13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one

SMILES c1ccc(cc1)C=C2C(=O)C3C45c6c(ccc(c6O3)O)CC(C4(C2)O)N(CC5)CC7CC7

Canonical_SMILES O=C1/C(=Cc2ccccc2)/C[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CC2)ccc1O)O

InChI 1/C27H27NO4/c29-20-9-8-18-13-21-27(31)14-19(12-16-4-2-1-3-5-16)23(30)25-26(27,22(18)24(20)32-25)10-11-28(21)15-17-6-7-17/h1-5,8-9,12,17,21,25,29,31H,6-7,10-11,13-15H2

InChI_3D 1S/C27H27NO4/c29-20-9-8-18-13-21-27(31)14-19(12-16-4-2-1-3-5-16)23(30)25-26(27,22(18)24(20)32-25)10-11-28(21)15-17-6-7-17/h1-5,8-9,12,17,21,25,29,31H,6-7,10-11,13-15H2/b19-12-/t21-,25+,26+,27-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,18,19,6,7,20,21,15,16,17,27,8,23,9,13,12,24,10,14,11,22,25,26,28,31,29,32,30/E:(2,3)(4,5)(6,7)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;d4s5;s6;d9;s10;s7d11;;s13;s8w13;s9;s13;;s18;;s20;s14;s18s19;s16;s10s20s22;s17s24s25;s23;s21s24s27;d14;s11s22;s12;s26;s1;s2;s3;s4;s5;s6;s7;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s27;s27;s31;s32;/rC:3.2143,-7.914,0;3.2172,-6.914,0;2.3497,-8.4165,0;2.3467,-6.4114,0;1.4792,-7.9139,0;.8648,-.5226,0;;1.4732,-6.9088,0;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;-.0423,-5.0338,0;-.9106,-4.5359,0;-.0423,-6.0338,0;1.7083,-2.0368,0;.826,-4.5359,0;5.4745,-4.5737,0;6.2478,-3.9397,0;-.0518,-4.0277,0;1.686,-4.0481,0;-.9106,-3.5298,0;5.3106,-3.5853,0;1.6954,-3.042,0;-.0423,-3.0217,0;.8239,-3.5335,0;3.5607,-3.5661,0;2.5608,-3.5551,0;-1.7759,-5.0372,0;-1.7134,-2.5237,0;-1.7409,.0255,0;.834,-2.5336,0;3.6473,-8.164,0;3.6506,-6.6646,0;2.3504,-8.9165,0;2.3481,-5.9114,0;1.0469,-8.1652,0;1.3024,-.2807,0;.0093,.4999,0;-.4753,-6.2838,0;1.8845,-1.5689,0;2.1996,-2.1295,0;1.3184,-4.4489,0;.9964,-5.006,0;5.7197,-5.0095,0;5.0028,-4.7397,0;6.503,-3.5097,0;6.627,-4.2656,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;-1.3825,-3.695,0;5.4032,-3.094,0;2.1314,-2.7973,0;3.5552,-4.0661,0;3.5662,-3.0661,0;-2.1784,-.2165,0;.4035,-2.2792,0;

Duplicates CHEMBL101519_p0;CHEMBL252172_p0;CHEMBL436031_s0_p0;CHEMBL1316828_p0;CHEMBL1521291_m1_p0;CHEMBL1623128_p0_p0;CHEMBL2112046_p0;CHEMBL4524114_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101519_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101519_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101519_p0.sdf

Formula	C₂₇H₂₇NO₄
MW	429.51
InChIKey	WXOUFNFMPVMGFZ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	32
Number_Rings	7
Number_Bonds	65
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.18
logP	3.1568
PSA	70
MR	124.902
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-57.51418
PM7_Total_Energy_ev	-5045.93682
PM7_Electronic_Energy_ev	-48366.77328
PM7_Dipole_Debye	6.16481
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.716
PM7_LUMO_Energy_ev	-0.156
PM7_COSMO_Area_square_ang	407.72
PM7_COSMO_Volue_cubic_ang	510.04
PM7_Electron_Affinity_ev	0.156
PM7_Ionization_Energy_ev	8.716
PM7_Energy_Gap_ev	8.56
PM7_Global_Hardness_ev	4.28
PM7_Global_Softness_ev	0.2336448598130841
PM7_Chemical_Potential_ev	-4.436
PM7_Electronigativity_ev	4.436
PM7_Back_Donation_Energy_ev	-1.07
PM7_Electrophilicity_ev	2.2988429906542054
OPENEYE_Name	(3~{R},4~{R},4~{a}~{S},6~{Z},7~{a}~{R},12~{b}~{S})-6-benzylidene-3-(cyclopropylmethyl)-4~{a},9-dihydroxy-1,2,4,5,7~{a},13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
SMILES	c1ccc(cc1)C=C2C(=O)C3C45c6c(ccc(c6O3)O)CC(C4(C2)O)N(CC5)CC7CC7
Canonical_SMILES	O=C1/C(=Cc2ccccc2)/C[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CC2)ccc1O)O
InChI	1/C27H27NO4/c29-20-9-8-18-13-21-27(31)14-19(12-16-4-2-1-3-5-16)23(30)25-26(27,22(18)24(20)32-25)10-11-28(21)15-17-6-7-17/h1-5,8-9,12,17,21,25,29,31H,6-7,10-11,13-15H2
InChI_3D	1S/C27H27NO4/c29-20-9-8-18-13-21-27(31)14-19(12-16-4-2-1-3-5-16)23(30)25-26(27,22(18)24(20)32-25)10-11-28(21)15-17-6-7-17/h1-5,8-9,12,17,21,25,29,31H,6-7,10-11,13-15H2/b19-12-/t21-,25+,26+,27-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,18,19,6,7,20,21,15,16,17,27,8,23,9,13,12,24,10,14,11,22,25,26,28,31,29,32,30/E:(2,3)(4,5)(6,7)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;d4s5;s6;d9;s10;s7d11;;s13;s8w13;s9;s13;;s18;;s20;s14;s18s19;s16;s10s20s22;s17s24s25;s23;s21s24s27;d14;s11s22;s12;s26;s1;s2;s3;s4;s5;s6;s7;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s27;s27;s31;s32;/rC:3.2143,-7.914,0;3.2172,-6.914,0;2.3497,-8.4165,0;2.3467,-6.4114,0;1.4792,-7.9139,0;.8648,-.5226,0;;1.4732,-6.9088,0;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;-.0423,-5.0338,0;-.9106,-4.5359,0;-.0423,-6.0338,0;1.7083,-2.0368,0;.826,-4.5359,0;5.4745,-4.5737,0;6.2478,-3.9397,0;-.0518,-4.0277,0;1.686,-4.0481,0;-.9106,-3.5298,0;5.3106,-3.5853,0;1.6954,-3.042,0;-.0423,-3.0217,0;.8239,-3.5335,0;3.5607,-3.5661,0;2.5608,-3.5551,0;-1.7759,-5.0372,0;-1.7134,-2.5237,0;-1.7409,.0255,0;.834,-2.5336,0;3.6473,-8.164,0;3.6506,-6.6646,0;2.3504,-8.9165,0;2.3481,-5.9114,0;1.0469,-8.1652,0;1.3024,-.2807,0;.0093,.4999,0;-.4753,-6.2838,0;1.8845,-1.5689,0;2.1996,-2.1295,0;1.3184,-4.4489,0;.9964,-5.006,0;5.7197,-5.0095,0;5.0028,-4.7397,0;6.503,-3.5097,0;6.627,-4.2656,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;-1.3825,-3.695,0;5.4032,-3.094,0;2.1314,-2.7973,0;3.5552,-4.0661,0;3.5662,-3.0661,0;-2.1784,-.2165,0;.4035,-2.2792,0;
Duplicates	CHEMBL101519_p0;CHEMBL252172_p0;CHEMBL436031_s0_p0;CHEMBL1316828_p0;CHEMBL1521291_m1_p0;CHEMBL1623128_p0_p0;CHEMBL2112046_p0;CHEMBL4524114_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101519_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101519_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101500-0000101749/CHEMBL101519_p0.sdf