CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI179142 (95188)

Formula C₂₇H₄₃NO₄

MW 445.64

InChIKey ZIGSRBCVYAJTAZ-LBOYIXSDNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 75

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 77

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 5

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.11

logP 4.43

PSA 89.79

MR 130.404

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -202.8427

PM7_Total_Energy_ev -5265.568

PM7_Electronic_Energy_ev -50958.49441

PM7_Dipole_Debye 4.96387

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.428

PM7_LUMO_Energy_ev 0.148

PM7_COSMO_Area_square_ang 473.99

PM7_COSMO_Volue_cubic_ang 595.3

PM7_Electron_Affinity_ev -0.148

PM7_Ionization_Energy_ev 8.428

PM7_Energy_Gap_ev 8.576

PM7_Global_Hardness_ev 4.288

PM7_Global_Softness_ev 0.2332089552238806

PM7_Chemical_Potential_ev -4.14

PM7_Electronigativity_ev 4.14

PM7_Back_Donation_Energy_ev -1.072

PM7_Electrophilicity_ev 1.9985541044776118

OPENEYE_Name (2~{S})-2-[(1~{R},3~{a}~{S},4~{E},7~{a}~{R})-4-[(2~{Z})-2-[(3~{S},5~{R})-3,5-dihydroxy-2-methylene-cyclohexylidene]ethylidene]-7~{a}-methyl-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-1-yl]-~{N}-[(1~{R})-2-hydroxy-1,2-dimethyl-propyl]propanamide

SMILES C1(=C)C(=CC=C2CCCC3(C2CCC3C(C(=O)NC(C)C(C)(C)O)C)C)CC(CC1O)O

Canonical_SMILES O[C@H]1C[C@H](O)C(=C)/C(=CC=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](C(=O)N[C@@H](C(O)(C)C)C)C)C)/C1

InChI 1/C27H43NO4/c1-16-20(14-21(29)15-24(16)30)10-9-19-8-7-13-27(6)22(11-12-23(19)27)17(2)25(31)28-18(3)26(4,5)32/h9-10,17-18,21-24,29-30,32H,1,7-8,11-15H2,2-6H3,(H,28,31)/f/h28H

InChI_3D 1S/C27H43NO4/c1-16-20(14-21(29)15-24(16)30)10-9-19-8-7-13-27(6)22(11-12-23(19)27)17(2)25(31)28-18(3)26(4,5)32/h9-10,17-18,21-24,29-30,32H,1,7-8,11-15H2,2-6H3,(H,28,31)/b19-9+,20-10-/t17-,18+,21+,22+,23-,24-,27+/m0/s1

AuxInfo 1/1/N:4,21,22,23,24,20,10,9,6,5,12,11,13,8,14,1,25,26,3,2,18,17,16,15,7,27,19,28,31,30,29,32/E:(4,5)/F:m/E:m/rA:75cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;w2;w3s5;;s2;s3;s9;;s11;s10;;s1s14;s3s11;s12;s8s14;s13s16s17;s19;;;;;s7s17s21;s22;s23s24s26;s7s26;d7;s15;s18;s27;s4;s4;s5;s6;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s26;s28;s30;s31;s32;/rC:2.5977,-3.5001,0;1.7326,-2.9984,0;.868,-.4979,0;3.4632,-2.9994,0;1.7332,-1.9984,0;.8674,-1.4979,0;2.8957,3.3222,0;.8625,-3.5018,0;;0,1.0058,0;2.6938,-.3126,0;3.2858,.5022,0;.868,1.5137,0;1.7314,-5.0035,0;2.6014,-4.5002,0;1.736,-.0013,0;2.6938,1.3168,0;.8575,-4.5069,0;1.736,1.0058,0;2.545,.4179,0;1.5755,3.8291,0;4.3206,3.8098,0;4.4209,6.0436,0;3.1006,6.5506,0;1.9822,2.9156,0;3.9139,4.7234,0;3.5073,5.637,0;3.0004,4.3167,0;3.7047,2.7344,0;3.203,-6.1435,0;-.8656,-4.2011,0;2.5937,5.2303,0;3.4628,-2.4994,0;3.8965,-3.249,0;2.1663,-1.7486,0;.4343,-1.7477,0;.692,-3.0317,0;.3699,-3.5871,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.918,0;-.1728,1.475,0;3.1268,-.5626,0;2.4904,-.7694,0;3.6573,.8368,0;3.6574,.1676,0;.5459,1.8961,0;1.1901,1.8961,0;1.4118,-5.3881,0;2.0539,-5.3856,0;3.0936,-4.412,0;1.3035,.2496,0;3.1268,1.5668,0;.6878,-4.9772,0;2.8389,.8224,0;2.251,.0135,0;2.9494,.124,0;1.1187,3.6258,0;2.0323,4.0325,0;1.3722,4.2859,0;4.7774,4.0131,0;3.8638,3.6065,0;4.5239,3.353,0;4.6242,5.5868,0;4.2175,6.5004,0;4.8777,6.247,0;2.6438,6.3472,0;3.5574,6.7539,0;2.8973,7.0073,0;1.5254,2.7122,0;4.3707,4.9267,0;2.5959,4.6107,0;3.6956,-6.2294,0;-1.1874,-4.5838,0;2.1892,5.5242,0;

Duplicates ChEBI179142

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179000-0000179249/ChEBI179142.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179000-0000179249/ChEBI179142.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179000-0000179249/ChEBI179142.sdf

Formula	C₂₇H₄₃NO₄
MW	445.64
InChIKey	ZIGSRBCVYAJTAZ-LBOYIXSDNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	75
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	77
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	5
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.11
logP	4.43
PSA	89.79
MR	130.404
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-202.8427
PM7_Total_Energy_ev	-5265.568
PM7_Electronic_Energy_ev	-50958.49441
PM7_Dipole_Debye	4.96387
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.428
PM7_LUMO_Energy_ev	0.148
PM7_COSMO_Area_square_ang	473.99
PM7_COSMO_Volue_cubic_ang	595.3
PM7_Electron_Affinity_ev	-0.148
PM7_Ionization_Energy_ev	8.428
PM7_Energy_Gap_ev	8.576
PM7_Global_Hardness_ev	4.288
PM7_Global_Softness_ev	0.2332089552238806
PM7_Chemical_Potential_ev	-4.14
PM7_Electronigativity_ev	4.14
PM7_Back_Donation_Energy_ev	-1.072
PM7_Electrophilicity_ev	1.9985541044776118
OPENEYE_Name	(2~{S})-2-[(1~{R},3~{a}~{S},4~{E},7~{a}~{R})-4-[(2~{Z})-2-[(3~{S},5~{R})-3,5-dihydroxy-2-methylene-cyclohexylidene]ethylidene]-7~{a}-methyl-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-1-yl]-~{N}-[(1~{R})-2-hydroxy-1,2-dimethyl-propyl]propanamide
SMILES	C1(=C)C(=CC=C2CCCC3(C2CCC3C(C(=O)NC(C)C(C)(C)O)C)C)CC(CC1O)O
Canonical_SMILES	O[C@H]1C[C@H](O)C(=C)/C(=CC=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](C(=O)N[C@@H](C(O)(C)C)C)C)C)/C1
InChI	1/C27H43NO4/c1-16-20(14-21(29)15-24(16)30)10-9-19-8-7-13-27(6)22(11-12-23(19)27)17(2)25(31)28-18(3)26(4,5)32/h9-10,17-18,21-24,29-30,32H,1,7-8,11-15H2,2-6H3,(H,28,31)/f/h28H
InChI_3D	1S/C27H43NO4/c1-16-20(14-21(29)15-24(16)30)10-9-19-8-7-13-27(6)22(11-12-23(19)27)17(2)25(31)28-18(3)26(4,5)32/h9-10,17-18,21-24,29-30,32H,1,7-8,11-15H2,2-6H3,(H,28,31)/b19-9+,20-10-/t17-,18+,21+,22+,23-,24-,27+/m0/s1
AuxInfo	1/1/N:4,21,22,23,24,20,10,9,6,5,12,11,13,8,14,1,25,26,3,2,18,17,16,15,7,27,19,28,31,30,29,32/E:(4,5)/F:m/E:m/rA:75cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;w2;w3s5;;s2;s3;s9;;s11;s10;;s1s14;s3s11;s12;s8s14;s13s16s17;s19;;;;;s7s17s21;s22;s23s24s26;s7s26;d7;s15;s18;s27;s4;s4;s5;s6;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s26;s28;s30;s31;s32;/rC:2.5977,-3.5001,0;1.7326,-2.9984,0;.868,-.4979,0;3.4632,-2.9994,0;1.7332,-1.9984,0;.8674,-1.4979,0;2.8957,3.3222,0;.8625,-3.5018,0;;0,1.0058,0;2.6938,-.3126,0;3.2858,.5022,0;.868,1.5137,0;1.7314,-5.0035,0;2.6014,-4.5002,0;1.736,-.0013,0;2.6938,1.3168,0;.8575,-4.5069,0;1.736,1.0058,0;2.545,.4179,0;1.5755,3.8291,0;4.3206,3.8098,0;4.4209,6.0436,0;3.1006,6.5506,0;1.9822,2.9156,0;3.9139,4.7234,0;3.5073,5.637,0;3.0004,4.3167,0;3.7047,2.7344,0;3.203,-6.1435,0;-.8656,-4.2011,0;2.5937,5.2303,0;3.4628,-2.4994,0;3.8965,-3.249,0;2.1663,-1.7486,0;.4343,-1.7477,0;.692,-3.0317,0;.3699,-3.5871,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.918,0;-.1728,1.475,0;3.1268,-.5626,0;2.4904,-.7694,0;3.6573,.8368,0;3.6574,.1676,0;.5459,1.8961,0;1.1901,1.8961,0;1.4118,-5.3881,0;2.0539,-5.3856,0;3.0936,-4.412,0;1.3035,.2496,0;3.1268,1.5668,0;.6878,-4.9772,0;2.8389,.8224,0;2.251,.0135,0;2.9494,.124,0;1.1187,3.6258,0;2.0323,4.0325,0;1.3722,4.2859,0;4.7774,4.0131,0;3.8638,3.6065,0;4.5239,3.353,0;4.6242,5.5868,0;4.2175,6.5004,0;4.8777,6.247,0;2.6438,6.3472,0;3.5574,6.7539,0;2.8973,7.0073,0;1.5254,2.7122,0;4.3707,4.9267,0;2.5959,4.6107,0;3.6956,-6.2294,0;-1.1874,-4.5838,0;2.1892,5.5242,0;
Duplicates	ChEBI179142
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179000-0000179249/ChEBI179142.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179000-0000179249/ChEBI179142.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179000-0000179249/ChEBI179142.sdf