CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194458 (2537071)

Formula C₂₁H₂₈O₄

MW 344.45

InChIKey JUVVYUIQUMAQSU-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 25

Number_Rings 5

Number_Bonds 57

Rotat_Bonds 2

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 4

HB_Donor 0

HB_Acceptor 1

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.08

logP 3.9415

PSA 48.67

MR 94.139

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -156.29565

PM7_Total_Energy_ev -4138.58887

PM7_Electronic_Energy_ev -36658.22384

PM7_Dipole_Debye 2.93944

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.899

PM7_LUMO_Energy_ev 0.652

PM7_COSMO_Area_square_ang 335.75

PM7_COSMO_Volue_cubic_ang 419.9

PM7_Electron_Affinity_ev -0.652

PM7_Ionization_Energy_ev 8.899

PM7_Energy_Gap_ev 9.551

PM7_Global_Hardness_ev 4.7755

PM7_Global_Softness_ev 0.20940215684221547

PM7_Chemical_Potential_ev -4.1235

PM7_Electronigativity_ev 4.1235

PM7_Back_Donation_Energy_ev -1.193875

PM7_Electrophilicity_ev 1.7802588472411265

OPENEYE_Name methyl (1~{S},2~{S},9~{R},10~{S},13~{R},14~{R})-9-methyl-5,16-dioxapentacyclo[12.3.3.0^{1,13}.0^{2,10}.0^{4,8}]icosa-4(8),6-diene-14-carboxylate

SMILES c1coc2c1C(C3CCC4C5(CCCC4(C3C2)COC5)C(=O)OC)C

Canonical_SMILES COC(=O)[C@@]12CCC[C@]3([C@H]2CC[C@@H]2[C@@H]3Cc3c([C@@H]2C)cco3)COC1

InChI 1/C21H28O4/c1-13-14-4-5-18-20(16(14)10-17-15(13)6-9-25-17)7-3-8-21(18,12-24-11-20)19(22)23-2/h6,9,13-14,16,18H,3-5,7-8,10-12H2,1-2H3

InChI_3D 1S/C21H28O4/c1-13-14-4-5-18-20(16(14)10-17-15(13)6-9-25-17)7-3-8-21(18,12-24-11-20)19(22)23-2/h6,9,13-14,16,18H,3-5,7-8,10-12H2,1-2H3/t13-,14+,16+,18-,20+,21+/m1/s1

AuxInfo 1/0/N:20,21,7,8,9,1,11,10,2,6,13,12,14,16,3,15,4,17,5,19,18,22,25,24,23/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;;s4;;;s8;s7;s7;;;s3;s6;s8s14s15;s9;s5s10s12s17;s11s13s15s17;s14;;d5;s2s4;s12s13;s5s21;s1;s2;s6;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;/rC:;-.309,-.9511,0;1,0,0;1.309,-.9511,0;5.8907,-1.0396,0;4.6547,2.7647,0;5.9418,1.6057,0;3.3164,1.2784,0;4.2946,1.0705,0;6.2509,.6546,0;4.9637,1.8136,0;2.9563,-.4158,0;3.3164,1.2784,0;1.6691,.7431,0;4.9637,1.8136,0;2.6473,.5352,0;4.6036,.1194,0;5.5817,-.0885,0;4.2946,1.0705,0;.185,1.6705,0;5.5306,-2.7338,0;6.8689,-1.2475,0;.5,-1.5388,0;2.6473,.5352,0;5.2216,-1.7827,0;-.2939,.4045,0;-.7845,-1.1056,0;4.2132,2.5299,0;4.3468,3.1587,0;5.9593,2.1054,0;6.437,1.6753,0;2.8924,1.5433,0;3.5037,1.742,0;4.312,1.5702,0;4.7897,1.1401,0;6.6923,.8894,0;6.5587,.2606,0;4.5397,2.0786,0;5.151,2.2772,0;2.9388,-.9155,0;2.4612,-.4854,0;2.8924,1.5433,0;3.5037,1.742,0;1.8564,1.2067,0;5.1182,1.3381,0;3.1364,.4313,0;4.7581,-.3561,0;-.0799,1.2465,0;.45,2.0945,0;-.239,1.9355,0;5.0551,-2.8883,0;6.0062,-2.5793,0;5.6851,-3.2093,0;

Duplicates CHEMBL5194458

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194250-0005194499/CHEMBL5194458.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194250-0005194499/CHEMBL5194458.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194250-0005194499/CHEMBL5194458.sdf

Formula	C₂₁H₂₈O₄
MW	344.45
InChIKey	JUVVYUIQUMAQSU-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	25
Number_Rings	5
Number_Bonds	57
Rotat_Bonds	2
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	4
HB_Donor	0
HB_Acceptor	1
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.08
logP	3.9415
PSA	48.67
MR	94.139
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-156.29565
PM7_Total_Energy_ev	-4138.58887
PM7_Electronic_Energy_ev	-36658.22384
PM7_Dipole_Debye	2.93944
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.899
PM7_LUMO_Energy_ev	0.652
PM7_COSMO_Area_square_ang	335.75
PM7_COSMO_Volue_cubic_ang	419.9
PM7_Electron_Affinity_ev	-0.652
PM7_Ionization_Energy_ev	8.899
PM7_Energy_Gap_ev	9.551
PM7_Global_Hardness_ev	4.7755
PM7_Global_Softness_ev	0.20940215684221547
PM7_Chemical_Potential_ev	-4.1235
PM7_Electronigativity_ev	4.1235
PM7_Back_Donation_Energy_ev	-1.193875
PM7_Electrophilicity_ev	1.7802588472411265
OPENEYE_Name	methyl (1~{S},2~{S},9~{R},10~{S},13~{R},14~{R})-9-methyl-5,16-dioxapentacyclo[12.3.3.0^{1,13}.0^{2,10}.0^{4,8}]icosa-4(8),6-diene-14-carboxylate
SMILES	c1coc2c1C(C3CCC4C5(CCCC4(C3C2)COC5)C(=O)OC)C
Canonical_SMILES	COC(=O)[C@@]12CCC[C@]3([C@H]2CC[C@@H]2[C@@H]3Cc3c([C@@H]2C)cco3)COC1
InChI	1/C21H28O4/c1-13-14-4-5-18-20(16(14)10-17-15(13)6-9-25-17)7-3-8-21(18,12-24-11-20)19(22)23-2/h6,9,13-14,16,18H,3-5,7-8,10-12H2,1-2H3
InChI_3D	1S/C21H28O4/c1-13-14-4-5-18-20(16(14)10-17-15(13)6-9-25-17)7-3-8-21(18,12-24-11-20)19(22)23-2/h6,9,13-14,16,18H,3-5,7-8,10-12H2,1-2H3/t13-,14+,16+,18-,20+,21+/m1/s1
AuxInfo	1/0/N:20,21,7,8,9,1,11,10,2,6,13,12,14,16,3,15,4,17,5,19,18,22,25,24,23/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;;s4;;;s8;s7;s7;;;s3;s6;s8s14s15;s9;s5s10s12s17;s11s13s15s17;s14;;d5;s2s4;s12s13;s5s21;s1;s2;s6;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;/rC:;-.309,-.9511,0;1,0,0;1.309,-.9511,0;5.8907,-1.0396,0;4.6547,2.7647,0;5.9418,1.6057,0;3.3164,1.2784,0;4.2946,1.0705,0;6.2509,.6546,0;4.9637,1.8136,0;2.9563,-.4158,0;3.3164,1.2784,0;1.6691,.7431,0;4.9637,1.8136,0;2.6473,.5352,0;4.6036,.1194,0;5.5817,-.0885,0;4.2946,1.0705,0;.185,1.6705,0;5.5306,-2.7338,0;6.8689,-1.2475,0;.5,-1.5388,0;2.6473,.5352,0;5.2216,-1.7827,0;-.2939,.4045,0;-.7845,-1.1056,0;4.2132,2.5299,0;4.3468,3.1587,0;5.9593,2.1054,0;6.437,1.6753,0;2.8924,1.5433,0;3.5037,1.742,0;4.312,1.5702,0;4.7897,1.1401,0;6.6923,.8894,0;6.5587,.2606,0;4.5397,2.0786,0;5.151,2.2772,0;2.9388,-.9155,0;2.4612,-.4854,0;2.8924,1.5433,0;3.5037,1.742,0;1.8564,1.2067,0;5.1182,1.3381,0;3.1364,.4313,0;4.7581,-.3561,0;-.0799,1.2465,0;.45,2.0945,0;-.239,1.9355,0;5.0551,-2.8883,0;6.0062,-2.5793,0;5.6851,-3.2093,0;
Duplicates	CHEMBL5194458
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194250-0005194499/CHEMBL5194458.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194250-0005194499/CHEMBL5194458.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194250-0005194499/CHEMBL5194458.sdf