CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI183903 (98649)

Formula C₂₉H₂₉NO₈

MW 519.55

InChIKey VFGKIHYPMBEHBR-CSKMVECVNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 38

Number_Rings 5

Number_Bonds 71

Rotat_Bonds 13

Unbranched_Chain 5

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 3.42

logP 2.7145

PSA 138.45

MR 139.157

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -243.8402

PM7_Total_Energy_ev -6500.81644

PM7_Electronic_Energy_ev -62676.23885

PM7_Dipole_Debye 7.33024

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.562

PM7_LUMO_Energy_ev -0.727

PM7_COSMO_Area_square_ang 472.35

PM7_COSMO_Volue_cubic_ang 617.95

PM7_Electron_Affinity_ev 0.727

PM7_Ionization_Energy_ev 8.562

PM7_Energy_Gap_ev 7.835

PM7_Global_Hardness_ev 3.9175

PM7_Global_Softness_ev 0.2552648372686662

PM7_Chemical_Potential_ev -4.6445

PM7_Electronigativity_ev 4.6445

PM7_Back_Donation_Energy_ev -0.979375

PM7_Electrophilicity_ev 2.7532074345883855

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

SMILES c1ccc2c(c1)cccc2C(=O)c3cn(c4c3cccc4)CCCCOC5C(C(C(C(O5)C(=O)O)O)O)O

Canonical_SMILES OC(=O)[C@H]1O[C@@H](OCCCCn2cc(c3c2cccc3)C(=O)c2cccc3c2cccc3)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C29H29NO8/c31-23(20-12-7-9-17-8-1-2-10-18(17)20)21-16-30(22-13-4-3-11-19(21)22)14-5-6-15-37-29-26(34)24(32)25(33)27(38-29)28(35)36/h1-4,7-13,16,24-27,29,32-34H,5-6,14-15H2,(H,35,36)/f/h35H

InChI_3D 1S/C29H29NO8/c31-23(20-12-7-9-17-8-1-2-10-18(17)20)21-16-30(22-13-4-3-11-19(21)22)14-5-6-15-37-29-26(34)24(32)25(33)27(38-29)28(35)36/h1-4,7-13,16,24-27,29,32-34H,5-6,14-15H2,(H,35,36)/t24-,25-,26+,27-,29+/m0/s1

AuxInfo 1/1/N:1,2,3,4,26,27,5,6,9,7,8,10,11,28,29,12,13,14,15,16,17,18,19,23,22,24,21,20,25,30,31,36,35,37,32,34,38,33/E:(35,36)/F:1,2,3,4,26,27,5,6,9,7,8,10,11,28,29,12,13,14,15,16,17,18,19,23,22,24,21,20,25,30,31,36,35,37,34,32,38,33/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;s1;s2;s3;d5;s5;s4;;d6s9;d7s13;d8;d10s14;d12s15;d11s15;s16s17;;s20;s21;s22;s23;s24;;s26;s26;s27;s12s18s28;d19;d20;s21s25;s20;s22;s23;s24;s25s29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s21;s22;s23;s24;s25;s26;s26;s27;s27;s28;s28;s29;s29;s34;s35;s36;s37;/rC:4.9117,-4.3329,0;3.9285,-4.1211,0;;0,1.0058,0;5.6412,-.9355,0;5.5811,-3.5893,0;3.6148,-3.1657,0;.868,-.4978,0;5.9477,-1.8925,0;4.6578,-.725,0;.868,1.5138,0;3.2858,.5023,0;5.2774,-2.6347,0;4.294,-2.4242,0;1.736,-.0012,0;3.9809,-1.4715,0;2.6938,-.3125,0;1.736,1.0058,0;3.0028,-1.2636,0;6.6634,6.1665,0;6.2815,7.0907,0;6.2425,8.0951,0;5.3563,8.5585,0;4.5088,8.0277,0;4.5478,7.0233,0;3.3118,3.219,0;3.6208,4.1701,0;3.0028,2.268,0;3.9298,5.1211,0;2.6938,1.3169,0;2.3336,-2.0067,0;6.054,5.3736,0;5.4344,6.5496,0;7.6548,6.0351,0;6.7735,9.7626,0;4.1815,9.8555,0;2.7981,7.6588,0;4.2388,6.0722,0;5.0655,-4.8086,0;3.594,-4.4927,0;-.4327,-.2506,0;-.4337,1.2545,0;5.9768,-.5649,0;6.0698,-3.6947,0;3.1261,-3.0605,0;.8677,-.9978,0;6.4364,-1.9979,0;4.5044,-.2491,0;.868,2.0138,0;3.7858,.5023,0;6.77,7.1975,0;6.738,8.0279,0;5.6622,8.954,0;4.3206,8.4909,0;4.0526,7.0919,0;3.7873,3.0645,0;2.8363,3.3735,0;3.1453,4.3246,0;4.0963,4.0156,0;3.4783,2.1135,0;2.5273,2.4225,0;3.4543,5.2756,0;4.4054,4.9666,0;7.8457,5.573,0;7.2619,9.8694,0;4.3346,10.3315,0;2.4625,8.0293,0;

Duplicates ChEBI183903

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183903.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183903.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183903.sdf

Formula	C₂₉H₂₉NO₈
MW	519.55
InChIKey	VFGKIHYPMBEHBR-CSKMVECVNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	38
Number_Rings	5
Number_Bonds	71
Rotat_Bonds	13
Unbranched_Chain	5
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	3.42
logP	2.7145
PSA	138.45
MR	139.157
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-243.8402
PM7_Total_Energy_ev	-6500.81644
PM7_Electronic_Energy_ev	-62676.23885
PM7_Dipole_Debye	7.33024
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.562
PM7_LUMO_Energy_ev	-0.727
PM7_COSMO_Area_square_ang	472.35
PM7_COSMO_Volue_cubic_ang	617.95
PM7_Electron_Affinity_ev	0.727
PM7_Ionization_Energy_ev	8.562
PM7_Energy_Gap_ev	7.835
PM7_Global_Hardness_ev	3.9175
PM7_Global_Softness_ev	0.2552648372686662
PM7_Chemical_Potential_ev	-4.6445
PM7_Electronigativity_ev	4.6445
PM7_Back_Donation_Energy_ev	-0.979375
PM7_Electrophilicity_ev	2.7532074345883855
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-[4-[3-(naphthalene-1-carbonyl)indol-1-yl]butoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1ccc2c(c1)cccc2C(=O)c3cn(c4c3cccc4)CCCCOC5C(C(C(C(O5)C(=O)O)O)O)O
Canonical_SMILES	OC(=O)[C@H]1O[C@@H](OCCCCn2cc(c3c2cccc3)C(=O)c2cccc3c2cccc3)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C29H29NO8/c31-23(20-12-7-9-17-8-1-2-10-18(17)20)21-16-30(22-13-4-3-11-19(21)22)14-5-6-15-37-29-26(34)24(32)25(33)27(38-29)28(35)36/h1-4,7-13,16,24-27,29,32-34H,5-6,14-15H2,(H,35,36)/f/h35H
InChI_3D	1S/C29H29NO8/c31-23(20-12-7-9-17-8-1-2-10-18(17)20)21-16-30(22-13-4-3-11-19(21)22)14-5-6-15-37-29-26(34)24(32)25(33)27(38-29)28(35)36/h1-4,7-13,16,24-27,29,32-34H,5-6,14-15H2,(H,35,36)/t24-,25-,26+,27-,29+/m0/s1
AuxInfo	1/1/N:1,2,3,4,26,27,5,6,9,7,8,10,11,28,29,12,13,14,15,16,17,18,19,23,22,24,21,20,25,30,31,36,35,37,32,34,38,33/E:(35,36)/F:1,2,3,4,26,27,5,6,9,7,8,10,11,28,29,12,13,14,15,16,17,18,19,23,22,24,21,20,25,30,31,36,35,37,34,32,38,33/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;s1;s2;s3;d5;s5;s4;;d6s9;d7s13;d8;d10s14;d12s15;d11s15;s16s17;;s20;s21;s22;s23;s24;;s26;s26;s27;s12s18s28;d19;d20;s21s25;s20;s22;s23;s24;s25s29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s21;s22;s23;s24;s25;s26;s26;s27;s27;s28;s28;s29;s29;s34;s35;s36;s37;/rC:4.9117,-4.3329,0;3.9285,-4.1211,0;;0,1.0058,0;5.6412,-.9355,0;5.5811,-3.5893,0;3.6148,-3.1657,0;.868,-.4978,0;5.9477,-1.8925,0;4.6578,-.725,0;.868,1.5138,0;3.2858,.5023,0;5.2774,-2.6347,0;4.294,-2.4242,0;1.736,-.0012,0;3.9809,-1.4715,0;2.6938,-.3125,0;1.736,1.0058,0;3.0028,-1.2636,0;6.6634,6.1665,0;6.2815,7.0907,0;6.2425,8.0951,0;5.3563,8.5585,0;4.5088,8.0277,0;4.5478,7.0233,0;3.3118,3.219,0;3.6208,4.1701,0;3.0028,2.268,0;3.9298,5.1211,0;2.6938,1.3169,0;2.3336,-2.0067,0;6.054,5.3736,0;5.4344,6.5496,0;7.6548,6.0351,0;6.7735,9.7626,0;4.1815,9.8555,0;2.7981,7.6588,0;4.2388,6.0722,0;5.0655,-4.8086,0;3.594,-4.4927,0;-.4327,-.2506,0;-.4337,1.2545,0;5.9768,-.5649,0;6.0698,-3.6947,0;3.1261,-3.0605,0;.8677,-.9978,0;6.4364,-1.9979,0;4.5044,-.2491,0;.868,2.0138,0;3.7858,.5023,0;6.77,7.1975,0;6.738,8.0279,0;5.6622,8.954,0;4.3206,8.4909,0;4.0526,7.0919,0;3.7873,3.0645,0;2.8363,3.3735,0;3.1453,4.3246,0;4.0963,4.0156,0;3.4783,2.1135,0;2.5273,2.4225,0;3.4543,5.2756,0;4.4054,4.9666,0;7.8457,5.573,0;7.2619,9.8694,0;4.3346,10.3315,0;2.4625,8.0293,0;
Duplicates	ChEBI183903
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183903.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183903.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183903.sdf