CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI177743 (94004)

Formula C₂₇H₃₁NO₆

MW 465.55

InChIKey AISVMTZASACEBH-LBOYIXSDNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 69

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.19

logP 3.9586

PSA 97.25

MR 131.961

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -174.73781

PM7_Total_Energy_ev -5691.35573

PM7_Electronic_Energy_ev -53590.37619

PM7_Dipole_Debye 3.32571

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.859

PM7_LUMO_Energy_ev -0.449

PM7_COSMO_Area_square_ang 462.53

PM7_COSMO_Volue_cubic_ang 561.41

PM7_Electron_Affinity_ev 0.449

PM7_Ionization_Energy_ev 8.859

PM7_Energy_Gap_ev 8.41

PM7_Global_Hardness_ev 4.205

PM7_Global_Softness_ev 0.23781212841854935

PM7_Chemical_Potential_ev -4.654

PM7_Electronigativity_ev 4.654

PM7_Back_Donation_Energy_ev -1.05125

PM7_Electrophilicity_ev 2.575471581450654

OPENEYE_Name (3~{R},4~{R})-4,5-dihydroxy-3-methoxy-4-(4-methoxyphenyl)-6-[(~{E})-2-[(1~{S},2~{R},5~{R})-2,4,4-trimethyl-3-oxabicyclo[3.1.0]hexan-2-yl]vinyl]-1,3-dihydroquinolin-2-one

SMILES c1cc2c(c(c1C=CC3(C4CC4C(O3)(C)C)C)O)C(C(C(=O)N2)OC)(c5ccc(cc5)OC)O

Canonical_SMILES CO[C@H]1C(=O)Nc2c([C@]1(O)c1ccc(cc1)OC)c(O)c(cc2)/C=C/[C@@]1(C)OC([C@H]2[C@@H]1C2)(C)C

InChI 1/C27H31NO6/c1-25(2)18-14-19(18)26(3,34-25)13-12-15-6-11-20-21(22(15)29)27(31,23(33-5)24(30)28-20)16-7-9-17(32-4)10-8-16/h6-13,18-19,23,29,31H,14H2,1-5H3,(H,28,30)/f/h28H

InChI_3D 1S/C27H31NO6/c1-25(2)18-14-19(18)26(3,34-25)13-12-15-6-11-20-21(22(15)29)27(31,23(33-5)24(30)28-20)16-7-9-17(32-4)10-8-16/h6-13,18-19,23,29,31H,14H2,1-5H3,(H,28,30)/b13-12+/t18-,19+,23+,26-,27-/m1/s1

AuxInfo 1/1/N:24,25,23,26,27,1,2,3,5,6,4,14,15,16,7,8,11,19,18,10,9,12,17,13,22,21,20,28,31,29,32,33,34,30/E:(1,2)(7,8)(9,10)/F:m/E:m/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;s5d6;d7s9;;s7;w14;;s13;s16;s16s18;s8s9s17;s15s18;s19;s21;s22;s22;;;s10s13;d13;s21s22;s12;s20;s11s26;s17s27;s1;s2;s3;s4;s5;s6;s14;s15;s16;s16;s17;s18;s19;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s31;s32;/rC:0,1.0089,0;3.3702,-2.7893,0;4.706,-1.6821,0;.8707,1.5185,0;4.0117,-3.5632,0;5.3475,-2.456,0;;3.7207,-1.8526,0;1.7371,0,0;1.7414,1.0089,0;5.0036,-3.4005,0;.8707,-.4993,0;3.4848,1.0014,0;-1.5143,-.8772,0;-1.5128,-1.8772,0;-4.6345,-3.926,0;3.4805,-.0073,0;-3.7691,-3.4247,0;-4.6359,-2.926,0;2.6039,-.5053,0;-3.0271,-2.7544,0;-4.4295,-1.9476,0;-2.4381,-3.5626,0;-6.1702,-1.7674,0;-4.4311,-.9476,0;5.2941,-5.108,0;5.4519,.3298,0;2.6125,1.5125,0;4.3535,1.4968,0;-3.4351,-1.8414,0;.8718,-1.4993,0;1.9572,-1.268,0;5.6418,-4.1704,0;4.4662,.1613,0;-.4338,1.2576,0;2.8772,-2.8724,0;4.8792,-1.213,0;.8707,2.0185,0;3.8365,-4.0315,0;5.8402,-2.3707,0;-1.9476,-.6279,0;-1.0794,-2.1266,0;-4.4628,-4.3956,0;-5.1268,-4.0135,0;3.6487,-.4782,0;-3.8222,-2.9275,0;-5.1333,-2.8745,0;-2.8421,-3.8571,0;-2.1436,-3.9666,0;-2.034,-3.2681,0;-6.2217,-2.2647,0;-6.1187,-1.2701,0;-6.6676,-1.7159,0;-4.9311,-.9484,0;-3.9311,-.9468,0;-4.4319,-.4476,0;4.8253,-4.9342,0;5.7629,-5.2818,0;5.1202,-5.5768,0;5.3676,.8227,0;5.5362,-.163,0;5.9447,.4141,0;2.614,2.0125,0;.439,-1.7498,0;2.1258,-1.7388,0;

Duplicates ChEBI177743;ChEBI193562

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177743.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177743.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177743.sdf

Formula	C₂₇H₃₁NO₆
MW	465.55
InChIKey	AISVMTZASACEBH-LBOYIXSDNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	69
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.19
logP	3.9586
PSA	97.25
MR	131.961
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-174.73781
PM7_Total_Energy_ev	-5691.35573
PM7_Electronic_Energy_ev	-53590.37619
PM7_Dipole_Debye	3.32571
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.859
PM7_LUMO_Energy_ev	-0.449
PM7_COSMO_Area_square_ang	462.53
PM7_COSMO_Volue_cubic_ang	561.41
PM7_Electron_Affinity_ev	0.449
PM7_Ionization_Energy_ev	8.859
PM7_Energy_Gap_ev	8.41
PM7_Global_Hardness_ev	4.205
PM7_Global_Softness_ev	0.23781212841854935
PM7_Chemical_Potential_ev	-4.654
PM7_Electronigativity_ev	4.654
PM7_Back_Donation_Energy_ev	-1.05125
PM7_Electrophilicity_ev	2.575471581450654
OPENEYE_Name	(3~{R},4~{R})-4,5-dihydroxy-3-methoxy-4-(4-methoxyphenyl)-6-[(~{E})-2-[(1~{S},2~{R},5~{R})-2,4,4-trimethyl-3-oxabicyclo[3.1.0]hexan-2-yl]vinyl]-1,3-dihydroquinolin-2-one
SMILES	c1cc2c(c(c1C=CC3(C4CC4C(O3)(C)C)C)O)C(C(C(=O)N2)OC)(c5ccc(cc5)OC)O
Canonical_SMILES	CO[C@H]1C(=O)Nc2c([C@]1(O)c1ccc(cc1)OC)c(O)c(cc2)/C=C/[C@@]1(C)OC([C@H]2[C@@H]1C2)(C)C
InChI	1/C27H31NO6/c1-25(2)18-14-19(18)26(3,34-25)13-12-15-6-11-20-21(22(15)29)27(31,23(33-5)24(30)28-20)16-7-9-17(32-4)10-8-16/h6-13,18-19,23,29,31H,14H2,1-5H3,(H,28,30)/f/h28H
InChI_3D	1S/C27H31NO6/c1-25(2)18-14-19(18)26(3,34-25)13-12-15-6-11-20-21(22(15)29)27(31,23(33-5)24(30)28-20)16-7-9-17(32-4)10-8-16/h6-13,18-19,23,29,31H,14H2,1-5H3,(H,28,30)/b13-12+/t18-,19+,23+,26-,27-/m1/s1
AuxInfo	1/1/N:24,25,23,26,27,1,2,3,5,6,4,14,15,16,7,8,11,19,18,10,9,12,17,13,22,21,20,28,31,29,32,33,34,30/E:(1,2)(7,8)(9,10)/F:m/E:m/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;s5d6;d7s9;;s7;w14;;s13;s16;s16s18;s8s9s17;s15s18;s19;s21;s22;s22;;;s10s13;d13;s21s22;s12;s20;s11s26;s17s27;s1;s2;s3;s4;s5;s6;s14;s15;s16;s16;s17;s18;s19;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s31;s32;/rC:0,1.0089,0;3.3702,-2.7893,0;4.706,-1.6821,0;.8707,1.5185,0;4.0117,-3.5632,0;5.3475,-2.456,0;;3.7207,-1.8526,0;1.7371,0,0;1.7414,1.0089,0;5.0036,-3.4005,0;.8707,-.4993,0;3.4848,1.0014,0;-1.5143,-.8772,0;-1.5128,-1.8772,0;-4.6345,-3.926,0;3.4805,-.0073,0;-3.7691,-3.4247,0;-4.6359,-2.926,0;2.6039,-.5053,0;-3.0271,-2.7544,0;-4.4295,-1.9476,0;-2.4381,-3.5626,0;-6.1702,-1.7674,0;-4.4311,-.9476,0;5.2941,-5.108,0;5.4519,.3298,0;2.6125,1.5125,0;4.3535,1.4968,0;-3.4351,-1.8414,0;.8718,-1.4993,0;1.9572,-1.268,0;5.6418,-4.1704,0;4.4662,.1613,0;-.4338,1.2576,0;2.8772,-2.8724,0;4.8792,-1.213,0;.8707,2.0185,0;3.8365,-4.0315,0;5.8402,-2.3707,0;-1.9476,-.6279,0;-1.0794,-2.1266,0;-4.4628,-4.3956,0;-5.1268,-4.0135,0;3.6487,-.4782,0;-3.8222,-2.9275,0;-5.1333,-2.8745,0;-2.8421,-3.8571,0;-2.1436,-3.9666,0;-2.034,-3.2681,0;-6.2217,-2.2647,0;-6.1187,-1.2701,0;-6.6676,-1.7159,0;-4.9311,-.9484,0;-3.9311,-.9468,0;-4.4319,-.4476,0;4.8253,-4.9342,0;5.7629,-5.2818,0;5.1202,-5.5768,0;5.3676,.8227,0;5.5362,-.163,0;5.9447,.4141,0;2.614,2.0125,0;.439,-1.7498,0;2.1258,-1.7388,0;
Duplicates	ChEBI177743;ChEBI193562
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177743.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177743.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177743.sdf