CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185875_s0_p7 (100459)

Formula C₂₃H₂₈NO₃

MW 366.48

InChIKey DJRBBQJREIMIEU-YRRFNQHPNA-O

Entry_Date 2023-11-01

Net_Charge 1

Number_Atoms 55

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 4

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.64

logP 4.2102

PSA 50.97

MR 111.799

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 59.12885

PM7_Total_Energy_ev -4268.61266

PM7_Electronic_Energy_ev -34975.0888

PM7_Dipole_Debye 15.20192

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.635

PM7_LUMO_Energy_ev -3.742

PM7_COSMO_Area_square_ang 399.99

PM7_COSMO_Volue_cubic_ang 461.73

PM7_Electron_Affinity_ev 3.742

PM7_Ionization_Energy_ev 10.635

PM7_Energy_Gap_ev 6.893

PM7_Global_Hardness_ev 3.4465

PM7_Global_Softness_ev 0.2901494269548818

PM7_Chemical_Potential_ev -7.1885

PM7_Electronigativity_ev 7.1885

PM7_Back_Donation_Energy_ev -0.861625

PM7_Electrophilicity_ev 7.496667960249528

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

SMILES c1ccc(cc1)C[NH+]2CCC(CC2)CC3C(=O)c4cc(c(cc4C3)OC)O

Canonical_SMILES COc1cc2C[C@H](C(=O)c2cc1O)C[C@@H]1CC[N@H+](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/p+1/fC23H28NO3/h24H/q+1

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/p+1/t19-/m1/s1

AuxInfo 1/1/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)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCCN+OOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s24;/rC:-3.0671,5.6511,0;-2.0831,5.8295,0;-3.41,4.7117,0;-1.4355,5.0607,0;-2.7624,3.9429,0;3.1597,-5.1355,0;1.1494,-5.0632,0;2.6946,-4.2502,0;1.6882,-4.214,0;-1.7718,4.1135,0;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;-1.1275,3.3488,0;1.1236,-1.3417,0;0,2.0104,0;4.0017,-3.0297,0;3.1007,-6.8678,0;.7012,-7.4347,0;-3.3892,6.0334,0;-1.9137,6.2999,0;-3.9024,4.6246,0;-.9435,5.15,0;-2.9338,3.4732,0;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;-.7451,3.6709,0;-1.5099,3.0266,0;.7402,-1.6627,0;1.5069,-1.0206,0;3.6004,-6.8851,0;.3221,2.3928,0;

Duplicates ChEBI185875_s0_p7

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185875_s0_p7.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185875_s0_p7.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185875_s0_p7.sdf

Formula	C₂₃H₂₈NO₃
MW	366.48
InChIKey	DJRBBQJREIMIEU-YRRFNQHPNA-O
Entry_Date	2023-11-01
Net_Charge	1
Number_Atoms	55
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	4
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.64
logP	4.2102
PSA	50.97
MR	111.799
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	59.12885
PM7_Total_Energy_ev	-4268.61266
PM7_Electronic_Energy_ev	-34975.0888
PM7_Dipole_Debye	15.20192
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.635
PM7_LUMO_Energy_ev	-3.742
PM7_COSMO_Area_square_ang	399.99
PM7_COSMO_Volue_cubic_ang	461.73
PM7_Electron_Affinity_ev	3.742
PM7_Ionization_Energy_ev	10.635
PM7_Energy_Gap_ev	6.893
PM7_Global_Hardness_ev	3.4465
PM7_Global_Softness_ev	0.2901494269548818
PM7_Chemical_Potential_ev	-7.1885
PM7_Electronigativity_ev	7.1885
PM7_Back_Donation_Energy_ev	-0.861625
PM7_Electrophilicity_ev	7.496667960249528
OPENEYE_Name	(2~{R})-2-[(1-benzylpiperidin-1-ium-4-yl)methyl]-6-hydroxy-5-methoxy-indan-1-one
SMILES	c1ccc(cc1)C[NH+]2CCC(CC2)CC3C(=O)c4cc(c(cc4C3)OC)O
Canonical_SMILES	COc1cc2C[C@H](C(=O)c2cc1O)C[C@@H]1CC[N@H+](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/p+1/fC23H28NO3/h24H/q+1
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/p+1/t19-/m1/s1
AuxInfo	1/1/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)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCCN+OOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s24;/rC:-3.0671,5.6511,0;-2.0831,5.8295,0;-3.41,4.7117,0;-1.4355,5.0607,0;-2.7624,3.9429,0;3.1597,-5.1355,0;1.1494,-5.0632,0;2.6946,-4.2502,0;1.6882,-4.214,0;-1.7718,4.1135,0;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;-1.1275,3.3488,0;1.1236,-1.3417,0;0,2.0104,0;4.0017,-3.0297,0;3.1007,-6.8678,0;.7012,-7.4347,0;-3.3892,6.0334,0;-1.9137,6.2999,0;-3.9024,4.6246,0;-.9435,5.15,0;-2.9338,3.4732,0;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;-.7451,3.6709,0;-1.5099,3.0266,0;.7402,-1.6627,0;1.5069,-1.0206,0;3.6004,-6.8851,0;.3221,2.3928,0;
Duplicates	ChEBI185875_s0_p7
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185875_s0_p7.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185875_s0_p7.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185875_s0_p7.sdf