CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188556 (102859)

Formula C₂₀H₃₃ClO₂

MW 340.93

InChIKey PEOMURHAYCFSHU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 23

Number_Rings 2

Number_Bonds 57

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 2

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 2

Lipinski_Violations 0

XLogP3 0

XLogP 3.43

logP 4.6905

PSA 40.46

MR 100.236

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -133.37335

PM7_Total_Energy_ev -3760.69669

PM7_Electronic_Energy_ev -32207.76918

PM7_Dipole_Debye 3.50291

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.261

PM7_LUMO_Energy_ev 0.83

PM7_COSMO_Area_square_ang 373.74

PM7_COSMO_Volue_cubic_ang 452.64

PM7_Electron_Affinity_ev -0.83

PM7_Ionization_Energy_ev 9.261

PM7_Energy_Gap_ev 10.091

PM7_Global_Hardness_ev 5.0455

PM7_Global_Softness_ev 0.19819641264493112

PM7_Chemical_Potential_ev -4.2155

PM7_Electronigativity_ev 4.2155

PM7_Back_Donation_Energy_ev -1.261375

PM7_Electrophilicity_ev 1.7610187543355464

OPENEYE_Name (3~{a}~{S},4~{R},5~{S},8~{a}~{R})-5-[(1~{R},4~{S})-5-chloro-4-hydroxy-1,5-dimethyl-hexyl]-3-methyl-8-methylene-3~{a},4,5,6,7,8~{a}-hexahydro-1~{H}-azulen-4-ol

SMILES C1=C(C2C(C1)C(=C)CCC(C2O)C(C)CCC(C(C)(C)Cl)O)C

Canonical_SMILES C[C@@H]([C@@H]1CCC(=C)[C@H]2[C@H]([C@@H]1O)C(=CC2)C)CC[C@@H](C(Cl)(C)C)O

InChI 1/C20H33ClO2/c1-12-6-10-16(13(2)8-11-17(22)20(4,5)21)19(23)18-14(3)7-9-15(12)18/h7,13,15-19,22-23H,1,6,8-11H2,2-5H3

InChI_3D 1S/C20H33ClO2/c1-12-6-10-16(13(2)8-11-17(22)20(4,5)21)19(23)18-14(3)7-9-15(12)18/h7,13,15-19,22-23H,1,6,8-11H2,2-5H3/t13-,15+,16+,17+,18-,19-/m1/s1

AuxInfo 1/0/N:4,13,12,14,15,6,1,16,5,7,17,3,18,2,9,10,19,8,11,20,23,22,21/E:(4,5)/rA:56cCCCCCCCCCCCCCCCCCCCCOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s3;s6;s2;s3s5s8;s7;s8s10;s2;;;;;s16;s10s13s16;s17;s14s15s19;s11;s19;s20;s1;s4;s4;s5;s5;s6;s6;s7;s7;s8;s9;s10;s11;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s19;s21;s22;/rC:3.7428,.0008,0;3.1582,.8139,0;1.4131,-1.1217,0;1.6395,-2.0957,0;3.15,-.8066,0;.434,-.9043,0;;2.2003,.5077,0;2.1989,-.4923,0;.4318,.9084,0;1.4123,1.1345,0;3.4718,1.7634,0;-1.0574,2.2666,0;-4.9608,3.1406,0;-6.1551,2.3832,0;-2.2518,1.5093,0;-3.2276,1.7278,0;-1.2759,1.2908,0;-4.2034,1.9463,0;-5.1793,2.1648,0;.65,2.7097,0;-4.4219,.9704,0;-5.3978,1.1889,0;4.2428,-.0017,0;2.1179,-2.2412,0;1.2744,-2.4373,0;3.5818,-1.0588,0;2.9443,-1.2623,0;.4357,-1.4043,0;-.0533,-1.0161,0;-.3907,-.3121,0;-.3918,.3106,0;1.7498,.2908,0;2.2875,-.9844,0;.4302,1.4084,0;1.8027,1.4469,0;2.9971,1.9203,0;3.9466,1.6066,0;3.6287,2.2382,0;-1.5453,2.3759,0;-.9482,2.7545,0;-.5695,2.1574,0;-4.4729,3.0313,0;-5.4487,3.2498,0;-4.8515,3.6285,0;-6.0459,2.8712,0;-6.643,2.4925,0;-6.2644,1.8953,0;-2.1425,1.9972,0;-2.361,1.0213,0;-3.3368,1.2398,0;-3.1183,2.2157,0;-1.3852,.8028,0;-4.0942,2.4342,0;.9309,3.1234,0;-4.054,.6318,0;

Duplicates ChEBI188556

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188556.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188556.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188556.sdf

Formula	C₂₀H₃₃ClO₂
MW	340.93
InChIKey	PEOMURHAYCFSHU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	23
Number_Rings	2
Number_Bonds	57
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	2
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	2
Lipinski_Violations	0
XLogP3	0
XLogP	3.43
logP	4.6905
PSA	40.46
MR	100.236
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-133.37335
PM7_Total_Energy_ev	-3760.69669
PM7_Electronic_Energy_ev	-32207.76918
PM7_Dipole_Debye	3.50291
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.261
PM7_LUMO_Energy_ev	0.83
PM7_COSMO_Area_square_ang	373.74
PM7_COSMO_Volue_cubic_ang	452.64
PM7_Electron_Affinity_ev	-0.83
PM7_Ionization_Energy_ev	9.261
PM7_Energy_Gap_ev	10.091
PM7_Global_Hardness_ev	5.0455
PM7_Global_Softness_ev	0.19819641264493112
PM7_Chemical_Potential_ev	-4.2155
PM7_Electronigativity_ev	4.2155
PM7_Back_Donation_Energy_ev	-1.261375
PM7_Electrophilicity_ev	1.7610187543355464
OPENEYE_Name	(3~{a}~{S},4~{R},5~{S},8~{a}~{R})-5-[(1~{R},4~{S})-5-chloro-4-hydroxy-1,5-dimethyl-hexyl]-3-methyl-8-methylene-3~{a},4,5,6,7,8~{a}-hexahydro-1~{H}-azulen-4-ol
SMILES	C1=C(C2C(C1)C(=C)CCC(C2O)C(C)CCC(C(C)(C)Cl)O)C
Canonical_SMILES	C[C@@H]([C@@H]1CCC(=C)[C@H]2[C@H]([C@@H]1O)C(=CC2)C)CC[C@@H](C(Cl)(C)C)O
InChI	1/C20H33ClO2/c1-12-6-10-16(13(2)8-11-17(22)20(4,5)21)19(23)18-14(3)7-9-15(12)18/h7,13,15-19,22-23H,1,6,8-11H2,2-5H3
InChI_3D	1S/C20H33ClO2/c1-12-6-10-16(13(2)8-11-17(22)20(4,5)21)19(23)18-14(3)7-9-15(12)18/h7,13,15-19,22-23H,1,6,8-11H2,2-5H3/t13-,15+,16+,17+,18-,19-/m1/s1
AuxInfo	1/0/N:4,13,12,14,15,6,1,16,5,7,17,3,18,2,9,10,19,8,11,20,23,22,21/E:(4,5)/rA:56cCCCCCCCCCCCCCCCCCCCCOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s3;s6;s2;s3s5s8;s7;s8s10;s2;;;;;s16;s10s13s16;s17;s14s15s19;s11;s19;s20;s1;s4;s4;s5;s5;s6;s6;s7;s7;s8;s9;s10;s11;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s19;s21;s22;/rC:3.7428,.0008,0;3.1582,.8139,0;1.4131,-1.1217,0;1.6395,-2.0957,0;3.15,-.8066,0;.434,-.9043,0;;2.2003,.5077,0;2.1989,-.4923,0;.4318,.9084,0;1.4123,1.1345,0;3.4718,1.7634,0;-1.0574,2.2666,0;-4.9608,3.1406,0;-6.1551,2.3832,0;-2.2518,1.5093,0;-3.2276,1.7278,0;-1.2759,1.2908,0;-4.2034,1.9463,0;-5.1793,2.1648,0;.65,2.7097,0;-4.4219,.9704,0;-5.3978,1.1889,0;4.2428,-.0017,0;2.1179,-2.2412,0;1.2744,-2.4373,0;3.5818,-1.0588,0;2.9443,-1.2623,0;.4357,-1.4043,0;-.0533,-1.0161,0;-.3907,-.3121,0;-.3918,.3106,0;1.7498,.2908,0;2.2875,-.9844,0;.4302,1.4084,0;1.8027,1.4469,0;2.9971,1.9203,0;3.9466,1.6066,0;3.6287,2.2382,0;-1.5453,2.3759,0;-.9482,2.7545,0;-.5695,2.1574,0;-4.4729,3.0313,0;-5.4487,3.2498,0;-4.8515,3.6285,0;-6.0459,2.8712,0;-6.643,2.4925,0;-6.2644,1.8953,0;-2.1425,1.9972,0;-2.361,1.0213,0;-3.3368,1.2398,0;-3.1183,2.2157,0;-1.3852,.8028,0;-4.0942,2.4342,0;.9309,3.1234,0;-4.054,.6318,0;
Duplicates	ChEBI188556
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188556.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188556.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188556.sdf