CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188705 (103004)

Formula C₂₇H₃₉N₃O₃

MW 453.62

InChIKey VMLLPMJDAXPWAA-PKRZOPRNNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 74

Rotat_Bonds 9

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 6

HB_Donor 4

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.61

logP 4.2166

PSA 88.59

MR 143.577

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -84.449

PM7_Total_Energy_ev -5286.53942

PM7_Electronic_Energy_ev -54903.98846

PM7_Dipole_Debye 5.72934

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.006

PM7_LUMO_Energy_ev -0.217

PM7_COSMO_Area_square_ang 447.72

PM7_COSMO_Volue_cubic_ang 600.35

PM7_Electron_Affinity_ev 0.217

PM7_Ionization_Energy_ev 8.006

PM7_Energy_Gap_ev 7.789

PM7_Global_Hardness_ev 3.8945

PM7_Global_Softness_ev 0.2567723712928489

PM7_Chemical_Potential_ev -4.1115

PM7_Electronigativity_ev 4.1115

PM7_Back_Donation_Energy_ev -0.973625

PM7_Electrophilicity_ev 2.1702955770959043

OPENEYE_Name (10~{S},13~{S})-5-[(~{E},1~{R})-5-hydroxy-1,5-dimethyl-1-vinyl-hex-3-enyl]-13-(hydroxymethyl)-10-isopropyl-9-methyl-3,9,12-triazatricyclo[6.6.1.0^{4,15}]pentadeca-1,4,6,8(15)-tetraen-11-one

SMILES c1cc2c3c(c[nH]c3c1C(C=C)(C)CC=CC(C)(C)O)CC(NC(=O)C(N2C)C(C)C)CO

Canonical_SMILES OC[C@H]1NC(=O)[C@H](C(C)C)N(c2c3c(C1)c[nH]c3c(cc2)[C@](C/C=C/C(O)(C)C)(C=C)C)C

InChI 1/C27H39N3O3/c1-8-27(6,13-9-12-26(4,5)33)20-10-11-21-22-18(15-28-23(20)22)14-19(16-31)29-25(32)24(17(2)3)30(21)7/h8-12,15,17,19,24,28,31,33H,1,13-14,16H2,2-7H3,(H,29,32)/f/h29H

InChI_3D 1S/C27H39N3O3/c1-8-27(6,13-9-12-26(4,5)33)20-10-11-21-22-18(15-28-23(20)22)14-19(16-31)29-25(32)24(17(2)3)30(21)7/h8-12,15,17,19,24,28,31,33H,1,13-14,16H2,2-7H3,(H,29,32)/b12-9+/t19-,24-,27-/m0/s1

AuxInfo 1/1/N:10,17,18,20,21,19,22,11,12,1,2,13,23,14,3,24,25,5,16,6,8,4,7,15,9,27,26,28,29,30,32,31,33/E:(2,3)(4,5)/F:m/E:m/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3s4;s1;s4d6;s2d4;;;d10;;w12;s5;s9;s14;;;;;;;s12;s16;s15s17s18;s6s11s19s23;s13s20s21;s3s7;s9s16;s8s15s22;d9;s24;s27;s1;s2;s3;s10;s10;s11;s12;s13;s14;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s28;s29;s32;s33;/rC:;-.5,.866,0;2.5827,2.0685,0;1,1.7321,0;1.6691,2.4752,0;1,0,0;1.5,.866,0;0,1.7321,0;-.7727,4.001,0;3,-1.7321,0;2,-1.7321,0;-.2321,-1.866,0;-.2321,-2.866,0;1.704,3.4746,0;-1.1473,3.0739,0;1.0884,4.2626,0;-3.1385,3.3864,0;-3.2945,4.792,0;2.366,-.366,0;-1.5981,-2.5,0;-.5981,-4.232,0;-1.6263,1.5071,0;.634,-1.366,0;.946,6.0068,0;-2.5137,4.1672,0;1.5,-.866,0;-1.0981,-3.366,0;2.4781,1.0739,0;.1102,4.4705,0;-.8383,2.1228,0;-1.5159,4.6702,0;.8646,7.0035,0;-1.9641,-3.866,0;-.25,-.433,0;-1,.866,0;3.0157,2.3185,0;3.25,-2.1651,0;3.25,-1.299,0;1.75,-2.1651,0;-.6651,-1.616,0;.201,-3.116,0;1.9932,3.8825,0;2.1777,3.3146,0;-1.5586,2.7895,0;1.5541,4.4445,0;-2.7481,3.074,0;-3.4509,2.996,0;-3.5289,3.6988,0;-3.6069,4.4016,0;-3.6849,5.1044,0;-2.9821,5.1824,0;2.616,-.799,0;2.116,.067,0;2.799,-.116,0;-1.1651,-2.25,0;-2.0311,-2.75,0;-1.8481,-2.067,0;-1.0311,-4.482,0;-.1651,-3.982,0;-.3481,-4.6651,0;-1.9342,1.9011,0;-1.3185,1.1131,0;-2.0203,1.1993,0;.884,-1.799,0;.384,-.933,0;.4477,5.9661,0;1.4443,6.0475,0;-2.2013,4.5576,0;2.8497,.7394,0;.0406,4.9656,0;.4127,7.2174,0;-2.3971,-3.616,0;

Duplicates ChEBI188705

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188705.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188705.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188705.sdf

Formula	C₂₇H₃₉N₃O₃
MW	453.62
InChIKey	VMLLPMJDAXPWAA-PKRZOPRNNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	74
Rotat_Bonds	9
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	6
HB_Donor	4
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.61
logP	4.2166
PSA	88.59
MR	143.577
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-84.449
PM7_Total_Energy_ev	-5286.53942
PM7_Electronic_Energy_ev	-54903.98846
PM7_Dipole_Debye	5.72934
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.006
PM7_LUMO_Energy_ev	-0.217
PM7_COSMO_Area_square_ang	447.72
PM7_COSMO_Volue_cubic_ang	600.35
PM7_Electron_Affinity_ev	0.217
PM7_Ionization_Energy_ev	8.006
PM7_Energy_Gap_ev	7.789
PM7_Global_Hardness_ev	3.8945
PM7_Global_Softness_ev	0.2567723712928489
PM7_Chemical_Potential_ev	-4.1115
PM7_Electronigativity_ev	4.1115
PM7_Back_Donation_Energy_ev	-0.973625
PM7_Electrophilicity_ev	2.1702955770959043
OPENEYE_Name	(10~{S},13~{S})-5-[(~{E},1~{R})-5-hydroxy-1,5-dimethyl-1-vinyl-hex-3-enyl]-13-(hydroxymethyl)-10-isopropyl-9-methyl-3,9,12-triazatricyclo[6.6.1.0^{4,15}]pentadeca-1,4,6,8(15)-tetraen-11-one
SMILES	c1cc2c3c(c[nH]c3c1C(C=C)(C)CC=CC(C)(C)O)CC(NC(=O)C(N2C)C(C)C)CO
Canonical_SMILES	OC[C@H]1NC(=O)[C@H](C(C)C)N(c2c3c(C1)c[nH]c3c(cc2)[C@](C/C=C/C(O)(C)C)(C=C)C)C
InChI	1/C27H39N3O3/c1-8-27(6,13-9-12-26(4,5)33)20-10-11-21-22-18(15-28-23(20)22)14-19(16-31)29-25(32)24(17(2)3)30(21)7/h8-12,15,17,19,24,28,31,33H,1,13-14,16H2,2-7H3,(H,29,32)/f/h29H
InChI_3D	1S/C27H39N3O3/c1-8-27(6,13-9-12-26(4,5)33)20-10-11-21-22-18(15-28-23(20)22)14-19(16-31)29-25(32)24(17(2)3)30(21)7/h8-12,15,17,19,24,28,31,33H,1,13-14,16H2,2-7H3,(H,29,32)/b12-9+/t19-,24-,27-/m0/s1
AuxInfo	1/1/N:10,17,18,20,21,19,22,11,12,1,2,13,23,14,3,24,25,5,16,6,8,4,7,15,9,27,26,28,29,30,32,31,33/E:(2,3)(4,5)/F:m/E:m/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3s4;s1;s4d6;s2d4;;;d10;;w12;s5;s9;s14;;;;;;;s12;s16;s15s17s18;s6s11s19s23;s13s20s21;s3s7;s9s16;s8s15s22;d9;s24;s27;s1;s2;s3;s10;s10;s11;s12;s13;s14;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s28;s29;s32;s33;/rC:;-.5,.866,0;2.5827,2.0685,0;1,1.7321,0;1.6691,2.4752,0;1,0,0;1.5,.866,0;0,1.7321,0;-.7727,4.001,0;3,-1.7321,0;2,-1.7321,0;-.2321,-1.866,0;-.2321,-2.866,0;1.704,3.4746,0;-1.1473,3.0739,0;1.0884,4.2626,0;-3.1385,3.3864,0;-3.2945,4.792,0;2.366,-.366,0;-1.5981,-2.5,0;-.5981,-4.232,0;-1.6263,1.5071,0;.634,-1.366,0;.946,6.0068,0;-2.5137,4.1672,0;1.5,-.866,0;-1.0981,-3.366,0;2.4781,1.0739,0;.1102,4.4705,0;-.8383,2.1228,0;-1.5159,4.6702,0;.8646,7.0035,0;-1.9641,-3.866,0;-.25,-.433,0;-1,.866,0;3.0157,2.3185,0;3.25,-2.1651,0;3.25,-1.299,0;1.75,-2.1651,0;-.6651,-1.616,0;.201,-3.116,0;1.9932,3.8825,0;2.1777,3.3146,0;-1.5586,2.7895,0;1.5541,4.4445,0;-2.7481,3.074,0;-3.4509,2.996,0;-3.5289,3.6988,0;-3.6069,4.4016,0;-3.6849,5.1044,0;-2.9821,5.1824,0;2.616,-.799,0;2.116,.067,0;2.799,-.116,0;-1.1651,-2.25,0;-2.0311,-2.75,0;-1.8481,-2.067,0;-1.0311,-4.482,0;-.1651,-3.982,0;-.3481,-4.6651,0;-1.9342,1.9011,0;-1.3185,1.1131,0;-2.0203,1.1993,0;.884,-1.799,0;.384,-.933,0;.4477,5.9661,0;1.4443,6.0475,0;-2.2013,4.5576,0;2.8497,.7394,0;.0406,4.9656,0;.4127,7.2174,0;-2.3971,-3.616,0;
Duplicates	ChEBI188705
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188705.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188705.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188705.sdf