CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI183904 (98650)

Formula C₂₇H₃₇NO₈

MW 503.59

InChIKey CMXUADKSHAPHSQ-NSJMMFDCNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 73

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 76

Rotat_Bonds 14

Unbranched_Chain 6

Chiral_Centers 5

ONatoms 9

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 3.34

logP 2.5853

PSA 138.45

MR 132.986

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -304.15441

PM7_Total_Energy_ev -6363.7885

PM7_Electronic_Energy_ev -64133.58687

PM7_Dipole_Debye 8.21374

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.4

PM7_LUMO_Energy_ev -0.138

PM7_COSMO_Area_square_ang 464.31

PM7_COSMO_Volue_cubic_ang 623.97

PM7_Electron_Affinity_ev 0.138

PM7_Ionization_Energy_ev 8.4

PM7_Energy_Gap_ev 8.262

PM7_Global_Hardness_ev 4.131

PM7_Global_Softness_ev 0.2420721374969741

PM7_Chemical_Potential_ev -4.269

PM7_Electronigativity_ev 4.269

PM7_Back_Donation_Energy_ev -1.03275

PM7_Electrophilicity_ev 2.205805010893246

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-[5-[3-(2,2,3,3-tetramethylcyclopropanecarbonyl)indol-1-yl]pentoxy]tetrahydropyran-2-carboxylic acid

SMILES c1ccc2c(c1)c(cn2CCCCCOC3C(C(C(C(O3)C(=O)O)O)O)O)C(=O)C4C(C4(C)C)(C)C

Canonical_SMILES O[C@@H]1[C@@H](O)[C@H](OCCCCCn2cc(c3c2cccc3)C(=O)C2C(C2(C)C)(C)C)O[C@@H]([C@H]1O)C(=O)O

InChI 1/C27H37NO8/c1-26(2)23(27(26,3)4)18(29)16-14-28(17-11-7-6-10-15(16)17)12-8-5-9-13-35-25-21(32)19(30)20(31)22(36-25)24(33)34/h6-7,10-11,14,19-23,25,30-32H,5,8-9,12-13H2,1-4H3,(H,33,34)/f/h33H

InChI_3D 1S/C27H37NO8/c1-26(2)23(27(26,3)4)18(29)16-14-28(17-11-7-6-10-15(16)17)12-8-5-9-13-35-25-21(32)19(30)20(31)22(36-25)24(33)34/h6-7,10-11,14,19-23,25,30-32H,5,8-9,12-13H2,1-4H3,(H,33,34)/t19-,20-,21+,22-,25+/m0/s1

AuxInfo 1/1/N:19,20,21,22,23,1,2,24,25,3,4,26,27,5,6,7,8,9,14,13,15,12,11,10,16,17,18,28,29,34,33,35,30,32,36,31/E:(1,2,3,4)(26,27)(33,34)/F:19,20,21,22,23,1,2,24,25,3,4,26,27,5,6,7,8,9,14,13,15,12,11,10,16,17,18,28,29,34,33,35,32,30,36,31/E:(1,2,3,4)(26,27)/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d5s6;d4s6;s7;;s9;s10;s12;s13;s14;s15;s11;s11s17;s17;s17;s18;s18;;s23;s23;s24;s25;s5s8s26;d9;d10;s12s16;s10;s13;s14;s15;s16s27;s1;s2;s3;s4;s5;s11;s12;s13;s14;s15;s16;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s32;s33;s34;s35;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;3.0028,-1.2636,0;6.9724,7.1175,0;4.7145,-1.6275,0;6.5905,8.0417,0;6.5515,9.0462,0;5.6653,9.5096,0;4.8178,8.9788,0;4.8568,7.9743,0;4.6792,-2.6269,0;5.5645,-2.1578,0;5.2181,-4.2918,0;3.6888,-2.7653,0;6.2337,-1.4147,0;6.1796,-2.9463,0;3.6208,4.1701,0;3.3118,3.219,0;3.9298,5.1211,0;3.0028,2.268,0;4.2388,6.0722,0;2.6938,1.3169,0;2.3336,-2.0067,0;6.363,6.3247,0;5.7434,7.5007,0;7.9638,6.9861,0;7.0825,10.7137,0;4.4905,10.8066,0;3.1071,8.6098,0;4.5478,7.0233,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;4.9017,-1.1639,0;7.079,8.1486,0;7.047,8.979,0;5.9712,9.9051,0;4.6296,9.442,0;4.3616,8.0429,0;4.7424,-4.4458,0;5.6938,-4.1379,0;5.3721,-4.7675,0;3.758,-3.2605,0;3.6196,-2.2701,0;3.1936,-2.8345,0;5.8621,-1.0802,0;6.5683,-1.0432,0;6.6052,-1.7493,0;6.5738,-2.6388,0;5.7853,-3.2539,0;6.4871,-3.3406,0;3.1453,4.3246,0;4.0963,4.0156,0;3.7873,3.0645,0;2.8363,3.3735,0;3.4543,5.2756,0;4.4054,4.9666,0;3.4783,2.1135,0;2.5273,2.4225,0;3.7633,6.2267,0;4.7144,5.9177,0;8.1547,6.524,0;7.5709,10.8205,0;4.6436,11.2826,0;2.7715,8.9804,0;

Duplicates ChEBI183904

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183904.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183904.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183904.sdf

Formula	C₂₇H₃₇NO₈
MW	503.59
InChIKey	CMXUADKSHAPHSQ-NSJMMFDCNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	73
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	76
Rotat_Bonds	14
Unbranched_Chain	6
Chiral_Centers	5
ONatoms	9
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	3.34
logP	2.5853
PSA	138.45
MR	132.986
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-304.15441
PM7_Total_Energy_ev	-6363.7885
PM7_Electronic_Energy_ev	-64133.58687
PM7_Dipole_Debye	8.21374
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.4
PM7_LUMO_Energy_ev	-0.138
PM7_COSMO_Area_square_ang	464.31
PM7_COSMO_Volue_cubic_ang	623.97
PM7_Electron_Affinity_ev	0.138
PM7_Ionization_Energy_ev	8.4
PM7_Energy_Gap_ev	8.262
PM7_Global_Hardness_ev	4.131
PM7_Global_Softness_ev	0.2420721374969741
PM7_Chemical_Potential_ev	-4.269
PM7_Electronigativity_ev	4.269
PM7_Back_Donation_Energy_ev	-1.03275
PM7_Electrophilicity_ev	2.205805010893246
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-[5-[3-(2,2,3,3-tetramethylcyclopropanecarbonyl)indol-1-yl]pentoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1ccc2c(c1)c(cn2CCCCCOC3C(C(C(C(O3)C(=O)O)O)O)O)C(=O)C4C(C4(C)C)(C)C
Canonical_SMILES	O[C@@H]1[C@@H](O)[C@H](OCCCCCn2cc(c3c2cccc3)C(=O)C2C(C2(C)C)(C)C)O[C@@H]([C@H]1O)C(=O)O
InChI	1/C27H37NO8/c1-26(2)23(27(26,3)4)18(29)16-14-28(17-11-7-6-10-15(16)17)12-8-5-9-13-35-25-21(32)19(30)20(31)22(36-25)24(33)34/h6-7,10-11,14,19-23,25,30-32H,5,8-9,12-13H2,1-4H3,(H,33,34)/f/h33H
InChI_3D	1S/C27H37NO8/c1-26(2)23(27(26,3)4)18(29)16-14-28(17-11-7-6-10-15(16)17)12-8-5-9-13-35-25-21(32)19(30)20(31)22(36-25)24(33)34/h6-7,10-11,14,19-23,25,30-32H,5,8-9,12-13H2,1-4H3,(H,33,34)/t19-,20-,21+,22-,25+/m0/s1
AuxInfo	1/1/N:19,20,21,22,23,1,2,24,25,3,4,26,27,5,6,7,8,9,14,13,15,12,11,10,16,17,18,28,29,34,33,35,30,32,36,31/E:(1,2,3,4)(26,27)(33,34)/F:19,20,21,22,23,1,2,24,25,3,4,26,27,5,6,7,8,9,14,13,15,12,11,10,16,17,18,28,29,34,33,35,32,30,36,31/E:(1,2,3,4)(26,27)/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d5s6;d4s6;s7;;s9;s10;s12;s13;s14;s15;s11;s11s17;s17;s17;s18;s18;;s23;s23;s24;s25;s5s8s26;d9;d10;s12s16;s10;s13;s14;s15;s16s27;s1;s2;s3;s4;s5;s11;s12;s13;s14;s15;s16;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s32;s33;s34;s35;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;3.0028,-1.2636,0;6.9724,7.1175,0;4.7145,-1.6275,0;6.5905,8.0417,0;6.5515,9.0462,0;5.6653,9.5096,0;4.8178,8.9788,0;4.8568,7.9743,0;4.6792,-2.6269,0;5.5645,-2.1578,0;5.2181,-4.2918,0;3.6888,-2.7653,0;6.2337,-1.4147,0;6.1796,-2.9463,0;3.6208,4.1701,0;3.3118,3.219,0;3.9298,5.1211,0;3.0028,2.268,0;4.2388,6.0722,0;2.6938,1.3169,0;2.3336,-2.0067,0;6.363,6.3247,0;5.7434,7.5007,0;7.9638,6.9861,0;7.0825,10.7137,0;4.4905,10.8066,0;3.1071,8.6098,0;4.5478,7.0233,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;4.9017,-1.1639,0;7.079,8.1486,0;7.047,8.979,0;5.9712,9.9051,0;4.6296,9.442,0;4.3616,8.0429,0;4.7424,-4.4458,0;5.6938,-4.1379,0;5.3721,-4.7675,0;3.758,-3.2605,0;3.6196,-2.2701,0;3.1936,-2.8345,0;5.8621,-1.0802,0;6.5683,-1.0432,0;6.6052,-1.7493,0;6.5738,-2.6388,0;5.7853,-3.2539,0;6.4871,-3.3406,0;3.1453,4.3246,0;4.0963,4.0156,0;3.7873,3.0645,0;2.8363,3.3735,0;3.4543,5.2756,0;4.4054,4.9666,0;3.4783,2.1135,0;2.5273,2.4225,0;3.7633,6.2267,0;4.7144,5.9177,0;8.1547,6.524,0;7.5709,10.8205,0;4.6436,11.2826,0;2.7715,8.9804,0;
Duplicates	ChEBI183904
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183904.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183904.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183904.sdf