CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15046_p7 (12203)

Formula C₃₃H₃₃NO₃

MW 491.63

InChIKey FHRWHNJJQGSCQC-ZYMSVLFVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 37

Number_Rings 5

Number_Bonds 75

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 4

HB_Donor 2

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 7.23

logP 6.5599

PSA 50.97

MR 153.364

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 36.49948

PM7_Total_Energy_ev -5567.25665

PM7_Electronic_Energy_ev -57125.78224

PM7_Dipole_Debye 13.45751

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.833

PM7_LUMO_Energy_ev -0.723

PM7_COSMO_Area_square_ang 471.07

PM7_COSMO_Volue_cubic_ang 633.94

PM7_Electron_Affinity_ev 0.723

PM7_Ionization_Energy_ev 7.833

PM7_Energy_Gap_ev 7.11

PM7_Global_Hardness_ev 3.555

PM7_Global_Softness_ev 0.2812939521800281

PM7_Chemical_Potential_ev -4.278

PM7_Electronigativity_ev 4.278

PM7_Back_Donation_Energy_ev -0.88875

PM7_Electrophilicity_ev 2.574020253164557

OPENEYE_Name (3~{S})-3-[4-[[4-(spiro[indene-1,4'-piperidin-1-ium]-1'-ylmethyl)phenyl]methoxy]phenyl]hex-4-ynoate

SMILES C(#CC(c1ccc(cc1)OCc2ccc(cc2)C[NH+]3CCC4(c5ccccc5C=C4)CC3)CC(=O)[O-])C

Canonical_SMILES CC#C[C@H](c1ccc(cc1)OCc1ccc(cc1)C[N@@H+]1CC[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/h34H

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)/p+1/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:m/E:m/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCN+OO-OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s34;/rC:4.4731,4.2835,0;3.9731,5.1496,0;-.9739,-7.2512,0;-.1258,-6.7212,0;-1.8568,-6.7817,0;-.1607,-5.7219,0;-.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;-1.8917,-5.7823,0;-1.0437,-5.2524,0;;0,2.0104,0;2.6071,5.5156,0;.866,4.5104,0;-2.6577,-5.1395,0;-2.2831,-4.2123,0;5.2052,7.0156,0;-.3008,-4.4557,0;-1.6276,-3.3424,0;.342,-3.6897,0;-.9848,-2.5764,0;-1.2856,-4.2821,0;4.9731,3.4175,0;0,-1,0;0,3.0104,0;4.3391,6.5156,0;3.4731,6.0156,0;0,-2.75,0;6.0712,6.5156,0;5.2052,8.0156,0;0,4.0104,0;-.9564,-7.7509,0;.3157,-6.956,0;-2.2808,-7.0467,0;.2633,-5.4569,0;-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;-3.1429,-5.2605,0;-2.5481,-3.7883,0;.1322,-4.7057,0;-.4718,-4.9256,0;-2.0606,-3.5924,0;-1.949,-2.9594,0;.775,-3.4397,0;.6634,-4.0727,0;-1.4178,-2.3264,0;-.8138,-2.1065,0;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;.4924,-2.6632,0;

Duplicates DB15046_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15046_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15046_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15046_p7.sdf

Formula	C₃₃H₃₃NO₃
MW	491.63
InChIKey	FHRWHNJJQGSCQC-ZYMSVLFVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	37
Number_Rings	5
Number_Bonds	75
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	4
HB_Donor	2
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	7.23
logP	6.5599
PSA	50.97
MR	153.364
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	36.49948
PM7_Total_Energy_ev	-5567.25665
PM7_Electronic_Energy_ev	-57125.78224
PM7_Dipole_Debye	13.45751
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.833
PM7_LUMO_Energy_ev	-0.723
PM7_COSMO_Area_square_ang	471.07
PM7_COSMO_Volue_cubic_ang	633.94
PM7_Electron_Affinity_ev	0.723
PM7_Ionization_Energy_ev	7.833
PM7_Energy_Gap_ev	7.11
PM7_Global_Hardness_ev	3.555
PM7_Global_Softness_ev	0.2812939521800281
PM7_Chemical_Potential_ev	-4.278
PM7_Electronigativity_ev	4.278
PM7_Back_Donation_Energy_ev	-0.88875
PM7_Electrophilicity_ev	2.574020253164557
OPENEYE_Name	(3~{S})-3-[4-[[4-(spiro[indene-1,4'-piperidin-1-ium]-1'-ylmethyl)phenyl]methoxy]phenyl]hex-4-ynoate
SMILES	C(#CC(c1ccc(cc1)OCc2ccc(cc2)C[NH+]3CCC4(c5ccccc5C=C4)CC3)CC(=O)[O-])C
Canonical_SMILES	CC#C[C@H](c1ccc(cc1)OCc1ccc(cc1)C[N@@H+]1CC[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/h34H
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)/p+1/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:m/E:m/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCN+OO-OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s34;/rC:4.4731,4.2835,0;3.9731,5.1496,0;-.9739,-7.2512,0;-.1258,-6.7212,0;-1.8568,-6.7817,0;-.1607,-5.7219,0;-.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;-1.8917,-5.7823,0;-1.0437,-5.2524,0;;0,2.0104,0;2.6071,5.5156,0;.866,4.5104,0;-2.6577,-5.1395,0;-2.2831,-4.2123,0;5.2052,7.0156,0;-.3008,-4.4557,0;-1.6276,-3.3424,0;.342,-3.6897,0;-.9848,-2.5764,0;-1.2856,-4.2821,0;4.9731,3.4175,0;0,-1,0;0,3.0104,0;4.3391,6.5156,0;3.4731,6.0156,0;0,-2.75,0;6.0712,6.5156,0;5.2052,8.0156,0;0,4.0104,0;-.9564,-7.7509,0;.3157,-6.956,0;-2.2808,-7.0467,0;.2633,-5.4569,0;-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;-3.1429,-5.2605,0;-2.5481,-3.7883,0;.1322,-4.7057,0;-.4718,-4.9256,0;-2.0606,-3.5924,0;-1.949,-2.9594,0;.775,-3.4397,0;.6634,-4.0727,0;-1.4178,-2.3264,0;-.8138,-2.1065,0;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;.4924,-2.6632,0;
Duplicates	DB15046_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15046_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15046_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15046_p7.sdf