CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15046_p0 (12202)

Formula C₃₃H₃₃NO₃

MW 491.63

InChIKey FHRWHNJJQGSCQC-CSKMVECVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 37

Number_Rings 5

Number_Bonds 74

Rotat_Bonds 10

Unbranched_Chain 3

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 1

XLogP3 0

XLogP 6.52

logP 6.3457

PSA 49.77

MR 152.401

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 10.80057

PM7_Total_Energy_ev -5568.67725

PM7_Electronic_Energy_ev -49938.75002

PM7_Dipole_Debye 2.83246

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.799

PM7_LUMO_Energy_ev -0.122

PM7_COSMO_Area_square_ang 534.52

PM7_COSMO_Volue_cubic_ang 631.17

PM7_Electron_Affinity_ev 0.122

PM7_Ionization_Energy_ev 8.799

PM7_Energy_Gap_ev 8.677

PM7_Global_Hardness_ev 4.3385

PM7_Global_Softness_ev 0.23049441051054512

PM7_Chemical_Potential_ev -4.4605

PM7_Electronigativity_ev 4.4605

PM7_Back_Donation_Energy_ev -1.084625

PM7_Electrophilicity_ev 2.2929653394030196

OPENEYE_Name (3~{S})-3-[4-[[4-(spiro[indene-1,4'-piperidine]-1'-ylmethyl)phenyl]methoxy]phenyl]hex-4-ynoic acid

SMILES C(#CC(c1ccc(cc1)OCc2ccc(cc2)CN3CCC4(c5ccccc5C=C4)CC3)CC(=O)O)C

Canonical_SMILES CC#C[C@H](c1ccc(cc1)OCc1ccc(cc1)CN1CC[C@]2(CC1)C=Cc1c2cccc1)CC(=O)O

InChI 1/C33H33NO3/c1-2-5-29(22-32(35)36)27-12-14-30(15-13-27)37-24-26-10-8-25(9-11-26)23-34-20-18-33(19-21-34)17-16-28-6-3-4-7-31(28)33/h3-4,6-17,29H,18-24H2,1H3,(H,35,36)/f/h35H

InChI_3D 1S/C33H33NO3/c1-2-5-29(22-32(35)36)27-12-14-30(15-13-27)37-24-26-10-8-25(9-11-26)23-34-20-18-33(19-21-34)17-16-28-6-3-4-7-31(28)33/h3-4,6-17,29H,18-24H2,1H3,(H,35,36)/t29-/m0/s1

AuxInfo 1/1/N:29,1,3,4,2,5,6,7,8,9,10,11,12,13,14,21,22,24,25,26,27,32,30,31,17,18,19,15,33,20,16,23,28,34,35,36,37/E:(8,9)(10,11)(12,13)(14,15)(18,19)(20,21)(35,36)/F:29,1,3,4,2,5,6,7,8,9,10,11,12,13,14,21,22,24,25,26,27,32,30,31,17,18,19,15,33,20,16,23,28,34,36,35,37/E:(8,9)(10,11)(12,13)(14,15)(18,19)(20,21)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;s3;s4;;;d7;s8;;;d11;s12;d5;d6s15;s7d8;s9d10;s11d12;s13d14;s15;d21;;;;s24;s25;s16s22s24s25;s1;s17;s18;s23;s2s19s32;s26s27s30;d23;s23;s20s31;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s21;s22;s24;s24;s25;s25;s26;s26;s27;s27;s29;s29;s29;s30;s30;s31;s31;s32;s32;s33;s36;/rC:4.4731,4.2835,0;3.9731,5.1496,0;2.1473,-6.0741,0;2.4563,-5.123,0;1.1691,-6.282,0;1.7872,-4.3799,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.61,4.5156,0;1.7425,6.0181,0;1.7395,4.013,0;.872,5.5155,0;.5,-5.5388,0;.809,-4.5878,0;;0,2.0104,0;2.6071,5.5156,0;.866,4.5104,0;-.5,-5.5388,0;-.809,-4.5878,0;5.2052,7.0156,0;.866,-3.5,0;-.866,-3.5,0;.866,-2.5,0;-.866,-2.5,0;0,-4,0;4.9731,3.4175,0;0,-1,0;0,3.0104,0;4.3391,6.5156,0;3.4731,6.0156,0;0,-2,0;6.0712,6.5156,0;5.2052,8.0156,0;0,4.0104,0;2.4818,-6.4456,0;2.9454,-5.0191,0;1.0146,-6.7575,0;1.9417,-3.9043,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.0434,4.2662,0;1.7432,6.5181,0;1.7409,3.513,0;.4397,5.7668,0;-.7939,-5.9434,0;-1.2845,-4.4333,0;1.3584,-3.4132,0;1.037,-3.9698,0;-1.037,-3.9698,0;-1.3584,-3.4132,0;1.037,-2.0302,0;1.3584,-2.5868,0;-1.3584,-2.5868,0;-1.037,-2.0302,0;5.4061,3.6675,0;4.5401,3.1675,0;5.2231,2.9845,0;.5,-1,0;-.5,-1,0;-.5,3.0104,0;.5,3.0104,0;4.5891,6.0826,0;4.0891,6.9486,0;3.2231,6.4486,0;5.6382,8.2656,0;

Duplicates DB15046_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15046_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15046_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15046_p0.sdf

Formula	C₃₃H₃₃NO₃
MW	491.63
InChIKey	FHRWHNJJQGSCQC-CSKMVECVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	37
Number_Rings	5
Number_Bonds	74
Rotat_Bonds	10
Unbranched_Chain	3
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	1
XLogP3	0
XLogP	6.52
logP	6.3457
PSA	49.77
MR	152.401
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	10.80057
PM7_Total_Energy_ev	-5568.67725
PM7_Electronic_Energy_ev	-49938.75002
PM7_Dipole_Debye	2.83246
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.799
PM7_LUMO_Energy_ev	-0.122
PM7_COSMO_Area_square_ang	534.52
PM7_COSMO_Volue_cubic_ang	631.17
PM7_Electron_Affinity_ev	0.122
PM7_Ionization_Energy_ev	8.799
PM7_Energy_Gap_ev	8.677
PM7_Global_Hardness_ev	4.3385
PM7_Global_Softness_ev	0.23049441051054512
PM7_Chemical_Potential_ev	-4.4605
PM7_Electronigativity_ev	4.4605
PM7_Back_Donation_Energy_ev	-1.084625
PM7_Electrophilicity_ev	2.2929653394030196
OPENEYE_Name	(3~{S})-3-[4-[[4-(spiro[indene-1,4'-piperidine]-1'-ylmethyl)phenyl]methoxy]phenyl]hex-4-ynoic acid
SMILES	C(#CC(c1ccc(cc1)OCc2ccc(cc2)CN3CCC4(c5ccccc5C=C4)CC3)CC(=O)O)C
Canonical_SMILES	CC#C[C@H](c1ccc(cc1)OCc1ccc(cc1)CN1CC[C@]2(CC1)C=Cc1c2cccc1)CC(=O)O
InChI	1/C33H33NO3/c1-2-5-29(22-32(35)36)27-12-14-30(15-13-27)37-24-26-10-8-25(9-11-26)23-34-20-18-33(19-21-34)17-16-28-6-3-4-7-31(28)33/h3-4,6-17,29H,18-24H2,1H3,(H,35,36)/f/h35H
InChI_3D	1S/C33H33NO3/c1-2-5-29(22-32(35)36)27-12-14-30(15-13-27)37-24-26-10-8-25(9-11-26)23-34-20-18-33(19-21-34)17-16-28-6-3-4-7-31(28)33/h3-4,6-17,29H,18-24H2,1H3,(H,35,36)/t29-/m0/s1
AuxInfo	1/1/N:29,1,3,4,2,5,6,7,8,9,10,11,12,13,14,21,22,24,25,26,27,32,30,31,17,18,19,15,33,20,16,23,28,34,35,36,37/E:(8,9)(10,11)(12,13)(14,15)(18,19)(20,21)(35,36)/F:29,1,3,4,2,5,6,7,8,9,10,11,12,13,14,21,22,24,25,26,27,32,30,31,17,18,19,15,33,20,16,23,28,34,36,35,37/E:(8,9)(10,11)(12,13)(14,15)(18,19)(20,21)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;s3;s4;;;d7;s8;;;d11;s12;d5;d6s15;s7d8;s9d10;s11d12;s13d14;s15;d21;;;;s24;s25;s16s22s24s25;s1;s17;s18;s23;s2s19s32;s26s27s30;d23;s23;s20s31;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s21;s22;s24;s24;s25;s25;s26;s26;s27;s27;s29;s29;s29;s30;s30;s31;s31;s32;s32;s33;s36;/rC:4.4731,4.2835,0;3.9731,5.1496,0;2.1473,-6.0741,0;2.4563,-5.123,0;1.1691,-6.282,0;1.7872,-4.3799,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.61,4.5156,0;1.7425,6.0181,0;1.7395,4.013,0;.872,5.5155,0;.5,-5.5388,0;.809,-4.5878,0;;0,2.0104,0;2.6071,5.5156,0;.866,4.5104,0;-.5,-5.5388,0;-.809,-4.5878,0;5.2052,7.0156,0;.866,-3.5,0;-.866,-3.5,0;.866,-2.5,0;-.866,-2.5,0;0,-4,0;4.9731,3.4175,0;0,-1,0;0,3.0104,0;4.3391,6.5156,0;3.4731,6.0156,0;0,-2,0;6.0712,6.5156,0;5.2052,8.0156,0;0,4.0104,0;2.4818,-6.4456,0;2.9454,-5.0191,0;1.0146,-6.7575,0;1.9417,-3.9043,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.0434,4.2662,0;1.7432,6.5181,0;1.7409,3.513,0;.4397,5.7668,0;-.7939,-5.9434,0;-1.2845,-4.4333,0;1.3584,-3.4132,0;1.037,-3.9698,0;-1.037,-3.9698,0;-1.3584,-3.4132,0;1.037,-2.0302,0;1.3584,-2.5868,0;-1.3584,-2.5868,0;-1.037,-2.0302,0;5.4061,3.6675,0;4.5401,3.1675,0;5.2231,2.9845,0;.5,-1,0;-.5,-1,0;-.5,3.0104,0;.5,3.0104,0;4.5891,6.0826,0;4.0891,6.9486,0;3.2231,6.4486,0;5.6382,8.2656,0;
Duplicates	DB15046_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15046_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15046_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15046_p0.sdf