CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15495 (12498)

Formula C₂₉H₃₁NO₇

MW 505.57

InChIKey DAPAQENNNINUPW-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 37

Number_Rings 5

Number_Bonds 72

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 8

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 2.53

logP 3.0506

PSA 97.69

MR 136.15

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -204.63972

PM7_Total_Energy_ev -6232.08153

PM7_Electronic_Energy_ev -63555.04125

PM7_Dipole_Debye 4.67859

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.691

PM7_LUMO_Energy_ev 0.312

PM7_COSMO_Area_square_ang 472.03

PM7_COSMO_Volue_cubic_ang 593.98

PM7_Electron_Affinity_ev -0.312

PM7_Ionization_Energy_ev 8.691

PM7_Energy_Gap_ev 9.003

PM7_Global_Hardness_ev 4.5015

PM7_Global_Softness_ev 0.22214817283127847

PM7_Chemical_Potential_ev -4.1895

PM7_Electronigativity_ev 4.1895

PM7_Back_Donation_Energy_ev -1.125375

PM7_Electrophilicity_ev 1.949562395868044

OPENEYE_Name (1~{R},2~{R},3~{S},3~{a}~{R},8~{b}~{S})-1,8~{b}-dihydroxy-6,8-dimethoxy-3~{a}-(4-methoxyphenyl)-~{N},~{N}-dimethyl-3-phenyl-2,3-dihydro-1~{H}-cyclopenta[b]benzofuran-2-carboxamide

SMILES c1ccc(cc1)C2C(C(C3(C2(Oc4c3c(cc(c4)OC)OC)c5ccc(cc5)OC)O)O)C(=O)N(C)C

Canonical_SMILES COc1ccc(cc1)[C@]12Oc3c([C@]2(O)[C@@H]([C@@H]([C@H]1c1ccccc1)C(=O)N(C)C)O)c(OC)cc(c3)OC

InChI 1/C29H31NO7/c1-30(2)27(32)23-24(17-9-7-6-8-10-17)29(18-11-13-19(34-3)14-12-18)28(33,26(23)31)25-21(36-5)15-20(35-4)16-22(25)37-29/h6-16,23-24,26,31,33H,1-5H3

InChI_3D 1S/C29H31NO7/c1-30(2)27(32)23-24(17-9-7-6-8-10-17)29(18-11-13-19(34-3)14-12-18)28(33,26(23)31)25-21(36-5)15-20(35-4)16-22(25)37-29/h6-16,23-24,26,31,33H,1-5H3/t23-,24-,26-,28+,29+/m1/s1

AuxInfo 1/0/N:25,26,27,28,29,1,2,3,4,5,6,7,8,9,11,10,12,13,16,17,18,15,21,20,14,22,19,24,23,30,33,31,34,35,36,37,32/E:(1,2)(7,8)(9,10)(11,12)(13,14)/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;;;d4s5;s6d7;;d10s14;s8d9;s10d11;s11d14;;s12;s19s20;s21;s13s20;s14s22s23;;;;;;s19s25s26;d19;s15s23;s22;s24;s16s27;s17s28;s18s29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s21;s22;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s28;s29;s29;s29;s33;s34;/rC:7.9803,1.221,0;7.5801,.3045,0;7.3913,2.0292,0;6.5809,.1951,0;6.3921,1.9198,0;3.4728,-1.2229,0;4.8743,-.2002,0;4.0654,-2.0349,0;5.4669,-1.0121,0;.8635,-.5043,0;.0051,1.0055,0;5.9818,1.0022,0;3.8803,-.3097,0;1.7426,.9967,0;1.7415,-.0079,0;5.0654,-1.9336,0;;.8736,1.5067,0;4.5942,3.5271,0;4.2422,.8118,0;4.2379,1.8138,0;3.2838,2.1191,0;3.2908,.4981,0;2.6984,1.3061,0;2.8984,3.8798,0;4.0517,5.172,0;5.2501,-3.6558,0;-.8736,-1.4956,0;.0131,3.0099,0;3.8481,4.193,0;5.5439,3.8404,0;2.6967,-.3194,0;3.6865,3.0344,0;2.1093,2.1142,0;5.6549,-2.7414,0;-.8685,-.4956,0;.8773,2.5067,0;8.4773,1.2754,0;7.8763,-.0983,0;7.5934,2.4865,0;6.3808,-.2631,0;6.0977,2.3239,0;2.9756,-1.2755,0;5.076,.2573,0;3.8616,-2.4915,0;5.9639,-.9574,0;.86,-1.0043,0;-.4273,1.2566,0;4.3483,.3232,0;4.7354,1.7637,0;2.8497,2.3672,0;3.055,3.4049,0;2.7418,4.3546,0;2.4236,3.7232,0;3.5622,5.2738,0;4.5412,5.0702,0;4.1535,5.6616,0;4.7929,-3.4534,0;5.7073,-3.8582,0;5.0477,-4.113,0;-.3736,-1.4981,0;-1.3736,-1.4931,0;-.8761,-1.9956,0;-.2385,2.5778,0;.2647,3.442,0;-.419,3.2614,0;3.3908,3.4376,0;1.6122,2.0611,0;

Duplicates DB15495

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15495.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15495.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15495.sdf

Formula	C₂₉H₃₁NO₇
MW	505.57
InChIKey	DAPAQENNNINUPW-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	37
Number_Rings	5
Number_Bonds	72
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	8
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	2.53
logP	3.0506
PSA	97.69
MR	136.15
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-204.63972
PM7_Total_Energy_ev	-6232.08153
PM7_Electronic_Energy_ev	-63555.04125
PM7_Dipole_Debye	4.67859
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.691
PM7_LUMO_Energy_ev	0.312
PM7_COSMO_Area_square_ang	472.03
PM7_COSMO_Volue_cubic_ang	593.98
PM7_Electron_Affinity_ev	-0.312
PM7_Ionization_Energy_ev	8.691
PM7_Energy_Gap_ev	9.003
PM7_Global_Hardness_ev	4.5015
PM7_Global_Softness_ev	0.22214817283127847
PM7_Chemical_Potential_ev	-4.1895
PM7_Electronigativity_ev	4.1895
PM7_Back_Donation_Energy_ev	-1.125375
PM7_Electrophilicity_ev	1.949562395868044
OPENEYE_Name	(1~{R},2~{R},3~{S},3~{a}~{R},8~{b}~{S})-1,8~{b}-dihydroxy-6,8-dimethoxy-3~{a}-(4-methoxyphenyl)-~{N},~{N}-dimethyl-3-phenyl-2,3-dihydro-1~{H}-cyclopenta[b]benzofuran-2-carboxamide
SMILES	c1ccc(cc1)C2C(C(C3(C2(Oc4c3c(cc(c4)OC)OC)c5ccc(cc5)OC)O)O)C(=O)N(C)C
Canonical_SMILES	COc1ccc(cc1)[C@]12Oc3c([C@]2(O)[C@@H]([C@@H]([C@H]1c1ccccc1)C(=O)N(C)C)O)c(OC)cc(c3)OC
InChI	1/C29H31NO7/c1-30(2)27(32)23-24(17-9-7-6-8-10-17)29(18-11-13-19(34-3)14-12-18)28(33,26(23)31)25-21(36-5)15-20(35-4)16-22(25)37-29/h6-16,23-24,26,31,33H,1-5H3
InChI_3D	1S/C29H31NO7/c1-30(2)27(32)23-24(17-9-7-6-8-10-17)29(18-11-13-19(34-3)14-12-18)28(33,26(23)31)25-21(36-5)15-20(35-4)16-22(25)37-29/h6-16,23-24,26,31,33H,1-5H3/t23-,24-,26-,28+,29+/m1/s1
AuxInfo	1/0/N:25,26,27,28,29,1,2,3,4,5,6,7,8,9,11,10,12,13,16,17,18,15,21,20,14,22,19,24,23,30,33,31,34,35,36,37,32/E:(1,2)(7,8)(9,10)(11,12)(13,14)/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;;;d4s5;s6d7;;d10s14;s8d9;s10d11;s11d14;;s12;s19s20;s21;s13s20;s14s22s23;;;;;;s19s25s26;d19;s15s23;s22;s24;s16s27;s17s28;s18s29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s21;s22;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s28;s29;s29;s29;s33;s34;/rC:7.9803,1.221,0;7.5801,.3045,0;7.3913,2.0292,0;6.5809,.1951,0;6.3921,1.9198,0;3.4728,-1.2229,0;4.8743,-.2002,0;4.0654,-2.0349,0;5.4669,-1.0121,0;.8635,-.5043,0;.0051,1.0055,0;5.9818,1.0022,0;3.8803,-.3097,0;1.7426,.9967,0;1.7415,-.0079,0;5.0654,-1.9336,0;;.8736,1.5067,0;4.5942,3.5271,0;4.2422,.8118,0;4.2379,1.8138,0;3.2838,2.1191,0;3.2908,.4981,0;2.6984,1.3061,0;2.8984,3.8798,0;4.0517,5.172,0;5.2501,-3.6558,0;-.8736,-1.4956,0;.0131,3.0099,0;3.8481,4.193,0;5.5439,3.8404,0;2.6967,-.3194,0;3.6865,3.0344,0;2.1093,2.1142,0;5.6549,-2.7414,0;-.8685,-.4956,0;.8773,2.5067,0;8.4773,1.2754,0;7.8763,-.0983,0;7.5934,2.4865,0;6.3808,-.2631,0;6.0977,2.3239,0;2.9756,-1.2755,0;5.076,.2573,0;3.8616,-2.4915,0;5.9639,-.9574,0;.86,-1.0043,0;-.4273,1.2566,0;4.3483,.3232,0;4.7354,1.7637,0;2.8497,2.3672,0;3.055,3.4049,0;2.7418,4.3546,0;2.4236,3.7232,0;3.5622,5.2738,0;4.5412,5.0702,0;4.1535,5.6616,0;4.7929,-3.4534,0;5.7073,-3.8582,0;5.0477,-4.113,0;-.3736,-1.4981,0;-1.3736,-1.4931,0;-.8761,-1.9956,0;-.2385,2.5778,0;.2647,3.442,0;-.419,3.2614,0;3.3908,3.4376,0;1.6122,2.0611,0;
Duplicates	DB15495
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15495.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15495.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15495.sdf