CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15496 (12499)

Formula C₂₇H₂₇NO₇

MW 477.51

InChIKey RMNPQEWLGQURNX-DFLUKEIKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 66

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 8

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.12

logP 3.148

PSA 120.47

MR 126.347

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -209.38161

PM7_Total_Energy_ev -5932.8332

PM7_Electronic_Energy_ev -57634.43997

PM7_Dipole_Debye 2.7777

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.768

PM7_LUMO_Energy_ev -0.021

PM7_COSMO_Area_square_ang 438.65

PM7_COSMO_Volue_cubic_ang 549.51

PM7_Electron_Affinity_ev 0.021

PM7_Ionization_Energy_ev 8.768

PM7_Energy_Gap_ev 8.747

PM7_Global_Hardness_ev 4.3735

PM7_Global_Softness_ev 0.22864982279638732

PM7_Chemical_Potential_ev -4.3945

PM7_Electronigativity_ev 4.3945

PM7_Back_Donation_Energy_ev -1.093375

PM7_Electrophilicity_ev 2.2078004172859265

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)-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

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

InChI 1/C27H27NO7/c1-32-17-11-9-16(10-12-17)27-22(15-7-5-4-6-8-15)21(25(28)30)24(29)26(27,31)23-19(34-3)13-18(33-2)14-20(23)35-27/h4-14,21-22,24,29,31H,1-3H3,(H2,28,30)/f/h28H2

InChI_3D 1S/C27H27NO7/c1-32-17-11-9-16(10-12-17)27-22(15-7-5-4-6-8-15)21(25(28)30)24(29)26(27,31)23-19(34-3)13-18(33-2)14-20(23)35-27/h4-14,21-22,24,29,31H,1-3H3,(H2,28,30)/t21-,22-,24-,26+,27+/m1/s1

AuxInfo 1/1/N:25,26,27,1,2,3,4,5,6,7,8,9,11,10,12,13,16,17,18,15,21,20,14,22,19,24,23,28,31,29,32,33,34,35,30/E:(5,6)(7,8)(9,10)(11,12)/F:m/E:m/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;;;d4s5;s6d7;;d10s14;s8d9;s10d11;s11d14;;s12;s19s20;s21;s13s20;s14s22s23;;;;s19;d19;s15s23;s22;s24;s16s25;s17s26;s18s27;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;s31;s32;/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;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;1.7645,2.9875,0;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;3.4852,2.5768,0;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;3.3733,4.0364,0;3.9499,4.6825,0;1.7623,3.4875,0;1.6122,2.0611,0;

Duplicates DB15496

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15496.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15496.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15496.sdf

Formula	C₂₇H₂₇NO₇
MW	477.51
InChIKey	RMNPQEWLGQURNX-DFLUKEIKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	66
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	8
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.12
logP	3.148
PSA	120.47
MR	126.347
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-209.38161
PM7_Total_Energy_ev	-5932.8332
PM7_Electronic_Energy_ev	-57634.43997
PM7_Dipole_Debye	2.7777
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.768
PM7_LUMO_Energy_ev	-0.021
PM7_COSMO_Area_square_ang	438.65
PM7_COSMO_Volue_cubic_ang	549.51
PM7_Electron_Affinity_ev	0.021
PM7_Ionization_Energy_ev	8.768
PM7_Energy_Gap_ev	8.747
PM7_Global_Hardness_ev	4.3735
PM7_Global_Softness_ev	0.22864982279638732
PM7_Chemical_Potential_ev	-4.3945
PM7_Electronigativity_ev	4.3945
PM7_Back_Donation_Energy_ev	-1.093375
PM7_Electrophilicity_ev	2.2078004172859265
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)-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
Canonical_SMILES	COc1ccc(cc1)[C@]12Oc3c([C@]2(O)[C@@H]([C@@H]([C@H]1c1ccccc1)C(=O)N)O)c(OC)cc(c3)OC
InChI	1/C27H27NO7/c1-32-17-11-9-16(10-12-17)27-22(15-7-5-4-6-8-15)21(25(28)30)24(29)26(27,31)23-19(34-3)13-18(33-2)14-20(23)35-27/h4-14,21-22,24,29,31H,1-3H3,(H2,28,30)/f/h28H2
InChI_3D	1S/C27H27NO7/c1-32-17-11-9-16(10-12-17)27-22(15-7-5-4-6-8-15)21(25(28)30)24(29)26(27,31)23-19(34-3)13-18(33-2)14-20(23)35-27/h4-14,21-22,24,29,31H,1-3H3,(H2,28,30)/t21-,22-,24-,26+,27+/m1/s1
AuxInfo	1/1/N:25,26,27,1,2,3,4,5,6,7,8,9,11,10,12,13,16,17,18,15,21,20,14,22,19,24,23,28,31,29,32,33,34,35,30/E:(5,6)(7,8)(9,10)(11,12)/F:m/E:m/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;;;d4s5;s6d7;;d10s14;s8d9;s10d11;s11d14;;s12;s19s20;s21;s13s20;s14s22s23;;;;s19;d19;s15s23;s22;s24;s16s25;s17s26;s18s27;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;s31;s32;/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;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;1.7645,2.9875,0;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;3.4852,2.5768,0;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;3.3733,4.0364,0;3.9499,4.6825,0;1.7623,3.4875,0;1.6122,2.0611,0;
Duplicates	DB15496
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15496.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15496.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15496.sdf