CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185875_s0_p0 (100458)

Formula C₂₃H₂₇NO₃

MW 365.47

InChIKey DJRBBQJREIMIEU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 4

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.64

logP 3.996

PSA 49.77

MR 110.837

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -71.70428

PM7_Total_Energy_ev -4260.97149

PM7_Electronic_Energy_ev -34403.17112

PM7_Dipole_Debye 2.95342

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.65

PM7_LUMO_Energy_ev -0.581

PM7_COSMO_Area_square_ang 399.99

PM7_COSMO_Volue_cubic_ang 458.9

PM7_Electron_Affinity_ev 0.581

PM7_Ionization_Energy_ev 8.65

PM7_Energy_Gap_ev 8.069

PM7_Global_Hardness_ev 4.0345

PM7_Global_Softness_ev 0.24786218862312553

PM7_Chemical_Potential_ev -4.6155

PM7_Electronigativity_ev 4.6155

PM7_Back_Donation_Energy_ev -1.008625

PM7_Electrophilicity_ev 2.6400843041269053

OPENEYE_Name (2~{R})-2-[(1-benzyl-4-piperidyl)methyl]-6-hydroxy-5-methoxy-indan-1-one

SMILES c1ccc(cc1)CN2CCC(CC2)CC3C(=O)c4cc(c(cc4C3)OC)O

Canonical_SMILES COc1cc2C[C@H](C(=O)c2cc1O)CC1CCN(CC1)Cc1ccccc1

InChI 1/C23H27NO3/c1-27-22-13-18-12-19(23(26)20(18)14-21(22)25)11-16-7-9-24(10-8-16)15-17-5-3-2-4-6-17/h2-6,13-14,16,19,25H,7-12,15H2,1H3

InChI_3D 1S/C23H27NO3/c1-27-22-13-18-12-19(23(26)20(18)14-21(22)25)11-16-7-9-24(10-8-16)15-17-5-3-2-4-6-17/h2-6,13-14,16,19,25H,7-12,15H2,1H3/t19-/m1/s1

AuxInfo 1/0/N:21,1,2,3,4,5,15,16,17,18,23,14,7,6,22,20,10,9,19,8,11,12,13,24,26,25,27/E:(3,4)(5,6)(7,8)(9,10)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;d7s8;d4s5;s6;s7d11;s8;s9;;;s15;s16;s13s14;s15s16;;s10;s19s20;s17s18s22;d13;s11;s12s21;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s21;s22;s22;s23;s23;s26;/rC:0,6.0208,0;.8675,5.5233,0;-.8675,5.5233,0;.8675,4.5181,0;-.8675,4.5181,0;3.1597,-5.1355,0;1.1494,-5.0632,0;2.6946,-4.2502,0;1.6882,-4.214,0;0,4.0104,0;2.6309,-5.9851,0;1.6258,-5.9489,0;3.0402,-3.3042,0;1.4118,-3.2457,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.2472,-2.6833,0;;1.1723,-8.3168,0;0,3.0104,0;1.1236,-1.3417,0;0,2.0104,0;4.0017,-3.0297,0;3.1007,-6.8678,0;.7012,-7.4347,0;0,6.5208,0;1.3001,5.7739,0;-1.3002,5.7739,0;1.3012,4.2694,0;-1.3012,4.2694,0;3.6594,-5.1538,0;.6497,-5.0452,0;.948,-3.4324,0;1.1775,-2.804,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;2.5949,-2.324,0;-.321,-.3833,0;1.6133,-8.0812,0;.7313,-8.5523,0;1.4078,-8.7578,0;.5,3.0104,0;-.5,3.0104,0;.7402,-1.6627,0;1.5069,-1.0206,0;3.6004,-6.8851,0;

Duplicates ChEBI185875_s0_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185875_s0_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185875_s0_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185875_s0_p0.sdf

Formula	C₂₃H₂₇NO₃
MW	365.47
InChIKey	DJRBBQJREIMIEU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	4
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.64
logP	3.996
PSA	49.77
MR	110.837
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-71.70428
PM7_Total_Energy_ev	-4260.97149
PM7_Electronic_Energy_ev	-34403.17112
PM7_Dipole_Debye	2.95342
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.65
PM7_LUMO_Energy_ev	-0.581
PM7_COSMO_Area_square_ang	399.99
PM7_COSMO_Volue_cubic_ang	458.9
PM7_Electron_Affinity_ev	0.581
PM7_Ionization_Energy_ev	8.65
PM7_Energy_Gap_ev	8.069
PM7_Global_Hardness_ev	4.0345
PM7_Global_Softness_ev	0.24786218862312553
PM7_Chemical_Potential_ev	-4.6155
PM7_Electronigativity_ev	4.6155
PM7_Back_Donation_Energy_ev	-1.008625
PM7_Electrophilicity_ev	2.6400843041269053
OPENEYE_Name	(2~{R})-2-[(1-benzyl-4-piperidyl)methyl]-6-hydroxy-5-methoxy-indan-1-one
SMILES	c1ccc(cc1)CN2CCC(CC2)CC3C(=O)c4cc(c(cc4C3)OC)O
Canonical_SMILES	COc1cc2C[C@H](C(=O)c2cc1O)CC1CCN(CC1)Cc1ccccc1
InChI	1/C23H27NO3/c1-27-22-13-18-12-19(23(26)20(18)14-21(22)25)11-16-7-9-24(10-8-16)15-17-5-3-2-4-6-17/h2-6,13-14,16,19,25H,7-12,15H2,1H3
InChI_3D	1S/C23H27NO3/c1-27-22-13-18-12-19(23(26)20(18)14-21(22)25)11-16-7-9-24(10-8-16)15-17-5-3-2-4-6-17/h2-6,13-14,16,19,25H,7-12,15H2,1H3/t19-/m1/s1
AuxInfo	1/0/N:21,1,2,3,4,5,15,16,17,18,23,14,7,6,22,20,10,9,19,8,11,12,13,24,26,25,27/E:(3,4)(5,6)(7,8)(9,10)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;d7s8;d4s5;s6;s7d11;s8;s9;;;s15;s16;s13s14;s15s16;;s10;s19s20;s17s18s22;d13;s11;s12s21;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s21;s22;s22;s23;s23;s26;/rC:0,6.0208,0;.8675,5.5233,0;-.8675,5.5233,0;.8675,4.5181,0;-.8675,4.5181,0;3.1597,-5.1355,0;1.1494,-5.0632,0;2.6946,-4.2502,0;1.6882,-4.214,0;0,4.0104,0;2.6309,-5.9851,0;1.6258,-5.9489,0;3.0402,-3.3042,0;1.4118,-3.2457,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.2472,-2.6833,0;;1.1723,-8.3168,0;0,3.0104,0;1.1236,-1.3417,0;0,2.0104,0;4.0017,-3.0297,0;3.1007,-6.8678,0;.7012,-7.4347,0;0,6.5208,0;1.3001,5.7739,0;-1.3002,5.7739,0;1.3012,4.2694,0;-1.3012,4.2694,0;3.6594,-5.1538,0;.6497,-5.0452,0;.948,-3.4324,0;1.1775,-2.804,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;2.5949,-2.324,0;-.321,-.3833,0;1.6133,-8.0812,0;.7313,-8.5523,0;1.4078,-8.7578,0;.5,3.0104,0;-.5,3.0104,0;.7402,-1.6627,0;1.5069,-1.0206,0;3.6004,-6.8851,0;
Duplicates	ChEBI185875_s0_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185875_s0_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185875_s0_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185875_s0_p0.sdf