CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL109549_s0 (10263)

Formula C₂₇H₃₈O₅

MW 442.59

InChIKey NAPXWHRSAVXKIB-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 72

Rotat_Bonds 10

Unbranched_Chain 6

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 5.77

logP 6.5355

PSA 72.83

MR 128.268

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -243.88111

PM7_Total_Energy_ev -5307.59025

PM7_Electronic_Energy_ev -51849.57687

PM7_Dipole_Debye 1.71576

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.861

PM7_LUMO_Energy_ev -0.009

PM7_COSMO_Area_square_ang 468.35

PM7_COSMO_Volue_cubic_ang 573.77

PM7_Electron_Affinity_ev 0.009

PM7_Ionization_Energy_ev 8.861

PM7_Energy_Gap_ev 8.852

PM7_Global_Hardness_ev 4.426

PM7_Global_Softness_ev 0.22593764121102575

PM7_Chemical_Potential_ev -4.435

PM7_Electronigativity_ev 4.435

PM7_Back_Donation_Energy_ev -1.1065

PM7_Electrophilicity_ev 2.2220091504744692

OPENEYE_Name (6~{a}~{R},10~{a}~{S})-1-acetoxy-3-(1,1-dimethylheptyl)-6,6-dimethyl-6~{a},7,10,10~{a}-tetrahydrobenzo[c]chromene-9-carboxylic acid

SMILES c1c(cc(c2c1OC(C3C2CC(=CC3)C(=O)O)(C)C)OC(=O)C)C(C)(C)CCCCCC

Canonical_SMILES CCCCCCC(c1cc(OC(=O)C)c2c(c1)OC([C@H]1[C@@H]2CC(=CC1)C(=O)O)(C)C)(C)C

InChI 1/C27H38O5/c1-7-8-9-10-13-26(3,4)19-15-22(31-17(2)28)24-20-14-18(25(29)30)11-12-21(20)27(5,6)32-23(24)16-19/h11,15-16,20-21H,7-10,12-14H2,1-6H3,(H,29,30)/f/h29H

InChI_3D 1S/C27H38O5/c1-7-8-9-10-13-26(3,4)19-15-22(31-17(2)28)24-20-14-18(25(29)30)11-12-21(20)27(5,6)32-23(24)16-19/h11,15-16,20-21H,7-10,12-14H2,1-6H3,(H,29,30)/t20-,21+/m0/s1

AuxInfo 1/1/N:19,16,20,21,17,18,22,23,24,25,7,11,26,12,2,1,10,8,4,13,14,6,5,3,9,27,15,29,28,31,32,30/E:(3,4)(5,6)(29,30)/F:19,16,20,21,17,18,22,23,24,25,7,11,26,12,2,1,10,8,4,13,14,6,5,3,9,27,15,29,31,28,32,30/E:(3,4)(5,6)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s1d3;d2s3;;d7;s8;;s7;s8;s3s12;s11s13;s14;s10;s15;s15;;;;s19;s22;s23;s24;s25;s4s20s21s26;d9;d10;s5s15;s9;s6s10;s1;s2;s7;s11;s11;s12;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s31;/rC:.5098,.866,0;.4981,-.8737,0;2.0078,-.0133,0;;1.5098,.8605,0;1.5058,-.8814,0;5.0414,-.0275,0;4.5328,-.9029,0;5.0292,-1.771,0;1.4986,-2.6134,0;4.5383,.8534,0;3.5212,-.8973,0;3.0202,-.024,0;3.5288,.8513,0;3.0288,1.7326,0;1.995,-3.4815,0;2.7303,3.4569,0;4.6764,2.3224,0;-1.0417,-5.9929,0;-.993,1.0069,0;-2,.0139,0;-1.0348,-4.9929,0;-1.0278,-3.9929,0;-1.0208,-2.993,0;-1.0139,-1.993,0;-1.0069,-.993,0;-1,.007,0;4.5256,-2.6349,0;.4986,-2.6093,0;2.0203,1.7335,0;6.0292,-1.7751,0;2.0022,-1.7495,0;.2628,1.3007,0;.2453,-1.3051,0;5.5414,-.0294,0;4.4516,1.3458,0;5.0086,1.0233,0;3.6058,-1.3901,0;3.0507,-1.0666,0;2.7731,.4107,0;3.7786,.4182,0;1.5609,-3.7297,0;2.429,-3.2333,0;2.2432,-3.9156,0;2.2376,3.3717,0;3.2229,3.5422,0;2.645,3.9496,0;4.5079,2.7931,0;4.8449,1.8516,0;5.1472,2.4909,0;-.5417,-5.9964,0;-1.5417,-5.9894,0;-1.0452,-6.4929,0;-1.493,1.0104,0;-.493,1.0035,0;-.9895,1.5069,0;-2.0034,-.4861,0;-1.9965,.5139,0;-2.4999,.0174,0;-1.5347,-4.9894,0;-.5348,-4.9964,0;-1.5278,-3.9895,0;-.5278,-3.9964,0;-1.5208,-2.9895,0;-.5209,-2.9964,0;-1.5139,-1.9895,0;-.5139,-1.9965,0;-1.5069,-.9895,0;-.5069,-.9965,0;6.2774,-2.2092,0;

Duplicates CHEMBL109549_s0;CHEMBL3290053

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109500-0000109749/CHEMBL109549_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109500-0000109749/CHEMBL109549_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109500-0000109749/CHEMBL109549_s0.sdf

Formula	C₂₇H₃₈O₅
MW	442.59
InChIKey	NAPXWHRSAVXKIB-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	72
Rotat_Bonds	10
Unbranched_Chain	6
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	5.77
logP	6.5355
PSA	72.83
MR	128.268
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-243.88111
PM7_Total_Energy_ev	-5307.59025
PM7_Electronic_Energy_ev	-51849.57687
PM7_Dipole_Debye	1.71576
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.861
PM7_LUMO_Energy_ev	-0.009
PM7_COSMO_Area_square_ang	468.35
PM7_COSMO_Volue_cubic_ang	573.77
PM7_Electron_Affinity_ev	0.009
PM7_Ionization_Energy_ev	8.861
PM7_Energy_Gap_ev	8.852
PM7_Global_Hardness_ev	4.426
PM7_Global_Softness_ev	0.22593764121102575
PM7_Chemical_Potential_ev	-4.435
PM7_Electronigativity_ev	4.435
PM7_Back_Donation_Energy_ev	-1.1065
PM7_Electrophilicity_ev	2.2220091504744692
OPENEYE_Name	(6~{a}~{R},10~{a}~{S})-1-acetoxy-3-(1,1-dimethylheptyl)-6,6-dimethyl-6~{a},7,10,10~{a}-tetrahydrobenzo[c]chromene-9-carboxylic acid
SMILES	c1c(cc(c2c1OC(C3C2CC(=CC3)C(=O)O)(C)C)OC(=O)C)C(C)(C)CCCCCC
Canonical_SMILES	CCCCCCC(c1cc(OC(=O)C)c2c(c1)OC([C@H]1[C@@H]2CC(=CC1)C(=O)O)(C)C)(C)C
InChI	1/C27H38O5/c1-7-8-9-10-13-26(3,4)19-15-22(31-17(2)28)24-20-14-18(25(29)30)11-12-21(20)27(5,6)32-23(24)16-19/h11,15-16,20-21H,7-10,12-14H2,1-6H3,(H,29,30)/f/h29H
InChI_3D	1S/C27H38O5/c1-7-8-9-10-13-26(3,4)19-15-22(31-17(2)28)24-20-14-18(25(29)30)11-12-21(20)27(5,6)32-23(24)16-19/h11,15-16,20-21H,7-10,12-14H2,1-6H3,(H,29,30)/t20-,21+/m0/s1
AuxInfo	1/1/N:19,16,20,21,17,18,22,23,24,25,7,11,26,12,2,1,10,8,4,13,14,6,5,3,9,27,15,29,28,31,32,30/E:(3,4)(5,6)(29,30)/F:19,16,20,21,17,18,22,23,24,25,7,11,26,12,2,1,10,8,4,13,14,6,5,3,9,27,15,29,31,28,32,30/E:(3,4)(5,6)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s1d3;d2s3;;d7;s8;;s7;s8;s3s12;s11s13;s14;s10;s15;s15;;;;s19;s22;s23;s24;s25;s4s20s21s26;d9;d10;s5s15;s9;s6s10;s1;s2;s7;s11;s11;s12;s12;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s31;/rC:.5098,.866,0;.4981,-.8737,0;2.0078,-.0133,0;;1.5098,.8605,0;1.5058,-.8814,0;5.0414,-.0275,0;4.5328,-.9029,0;5.0292,-1.771,0;1.4986,-2.6134,0;4.5383,.8534,0;3.5212,-.8973,0;3.0202,-.024,0;3.5288,.8513,0;3.0288,1.7326,0;1.995,-3.4815,0;2.7303,3.4569,0;4.6764,2.3224,0;-1.0417,-5.9929,0;-.993,1.0069,0;-2,.0139,0;-1.0348,-4.9929,0;-1.0278,-3.9929,0;-1.0208,-2.993,0;-1.0139,-1.993,0;-1.0069,-.993,0;-1,.007,0;4.5256,-2.6349,0;.4986,-2.6093,0;2.0203,1.7335,0;6.0292,-1.7751,0;2.0022,-1.7495,0;.2628,1.3007,0;.2453,-1.3051,0;5.5414,-.0294,0;4.4516,1.3458,0;5.0086,1.0233,0;3.6058,-1.3901,0;3.0507,-1.0666,0;2.7731,.4107,0;3.7786,.4182,0;1.5609,-3.7297,0;2.429,-3.2333,0;2.2432,-3.9156,0;2.2376,3.3717,0;3.2229,3.5422,0;2.645,3.9496,0;4.5079,2.7931,0;4.8449,1.8516,0;5.1472,2.4909,0;-.5417,-5.9964,0;-1.5417,-5.9894,0;-1.0452,-6.4929,0;-1.493,1.0104,0;-.493,1.0035,0;-.9895,1.5069,0;-2.0034,-.4861,0;-1.9965,.5139,0;-2.4999,.0174,0;-1.5347,-4.9894,0;-.5348,-4.9964,0;-1.5278,-3.9895,0;-.5278,-3.9964,0;-1.5208,-2.9895,0;-.5209,-2.9964,0;-1.5139,-1.9895,0;-.5139,-1.9965,0;-1.5069,-.9895,0;-.5069,-.9965,0;6.2774,-2.2092,0;
Duplicates	CHEMBL109549_s0;CHEMBL3290053
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109500-0000109749/CHEMBL109549_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109500-0000109749/CHEMBL109549_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109500-0000109749/CHEMBL109549_s0.sdf