CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI183926 (98671)

Formula C₂₀H₂₁NO₃

MW 323.39

InChIKey MNXXREQGUWIZBH-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 24

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 9

Unbranched_Chain 6

Chiral_Centers 0

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.2

logP 3.7405

PSA 62.46

MR 95.4873

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -68.66271

PM7_Total_Energy_ev -3811.59522

PM7_Electronic_Energy_ev -28863.89726

PM7_Dipole_Debye 5.58666

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.675

PM7_LUMO_Energy_ev -0.513

PM7_COSMO_Area_square_ang 354.22

PM7_COSMO_Volue_cubic_ang 405.09

PM7_Electron_Affinity_ev 0.513

PM7_Ionization_Energy_ev 8.675

PM7_Energy_Gap_ev 8.162

PM7_Global_Hardness_ev 4.081

PM7_Global_Softness_ev 0.2450379808870375

PM7_Chemical_Potential_ev -4.594

PM7_Electronigativity_ev 4.594

PM7_Back_Donation_Energy_ev -1.02025

PM7_Electrophilicity_ev 2.5857432001960303

OPENEYE_Name [1-(5-hydroxypentyl)indol-3-yl]-(4-hydroxyphenyl)methanone

SMILES c1ccc2c(c1)c(cn2CCCCCO)C(=O)c3ccc(cc3)O

Canonical_SMILES OCCCCCn1cc(c2c1cccc2)C(=O)c1ccc(cc1)O

InChI 1/C20H21NO3/c22-13-5-1-4-12-21-14-18(17-6-2-3-7-19(17)21)20(24)15-8-10-16(23)11-9-15/h2-3,6-11,14,22-23H,1,4-5,12-13H2

InChI_3D 1S/C20H21NO3/c22-13-5-1-4-12-21-14-18(17-6-2-3-7-19(17)21)20(24)15-8-10-16(23)11-9-15/h2-3,6-11,14,22-23H,1,4-5,12-13H2

AuxInfo 1/0/N:16,1,2,17,18,3,6,4,5,7,8,19,20,9,11,14,10,12,13,15,21,24,23,22/E:(8,9)(10,11)/rA:45nCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;s5;;d3;s4d5;d9s10;d6s10;s7d8;s11s12;;s16;s16;s17;s18;s9s13s19;d15;s14;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s23;s24;/rC:;0,1.0058,0;.868,-.4978,0;4.2871,-2.4235,0;4.6479,-.7265,0;.868,1.5138,0;5.2703,-2.6326,0;5.6312,-.9355,0;3.2858,.5023,0;1.736,-.0012,0;3.9809,-1.4715,0;2.6938,-.3125,0;1.736,1.0058,0;5.9474,-1.8896,0;3.0028,-1.2636,0;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;6.9255,-2.0976,0;4.5478,7.0233,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;3.952,-2.7946,0;4.4928,-.2511,0;.868,2.0138,0;5.4234,-3.1086,0;5.9646,-.563,0;3.7858,.5023,0;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;7.08,-2.5731,0;4.2133,7.3948,0;

Duplicates ChEBI183926

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183926.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183926.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183926.sdf

Formula	C₂₀H₂₁NO₃
MW	323.39
InChIKey	MNXXREQGUWIZBH-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	24
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	9
Unbranched_Chain	6
Chiral_Centers	0
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.2
logP	3.7405
PSA	62.46
MR	95.4873
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-68.66271
PM7_Total_Energy_ev	-3811.59522
PM7_Electronic_Energy_ev	-28863.89726
PM7_Dipole_Debye	5.58666
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.675
PM7_LUMO_Energy_ev	-0.513
PM7_COSMO_Area_square_ang	354.22
PM7_COSMO_Volue_cubic_ang	405.09
PM7_Electron_Affinity_ev	0.513
PM7_Ionization_Energy_ev	8.675
PM7_Energy_Gap_ev	8.162
PM7_Global_Hardness_ev	4.081
PM7_Global_Softness_ev	0.2450379808870375
PM7_Chemical_Potential_ev	-4.594
PM7_Electronigativity_ev	4.594
PM7_Back_Donation_Energy_ev	-1.02025
PM7_Electrophilicity_ev	2.5857432001960303
OPENEYE_Name	[1-(5-hydroxypentyl)indol-3-yl]-(4-hydroxyphenyl)methanone
SMILES	c1ccc2c(c1)c(cn2CCCCCO)C(=O)c3ccc(cc3)O
Canonical_SMILES	OCCCCCn1cc(c2c1cccc2)C(=O)c1ccc(cc1)O
InChI	1/C20H21NO3/c22-13-5-1-4-12-21-14-18(17-6-2-3-7-19(17)21)20(24)15-8-10-16(23)11-9-15/h2-3,6-11,14,22-23H,1,4-5,12-13H2
InChI_3D	1S/C20H21NO3/c22-13-5-1-4-12-21-14-18(17-6-2-3-7-19(17)21)20(24)15-8-10-16(23)11-9-15/h2-3,6-11,14,22-23H,1,4-5,12-13H2
AuxInfo	1/0/N:16,1,2,17,18,3,6,4,5,7,8,19,20,9,11,14,10,12,13,15,21,24,23,22/E:(8,9)(10,11)/rA:45nCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;s5;;d3;s4d5;d9s10;d6s10;s7d8;s11s12;;s16;s16;s17;s18;s9s13s19;d15;s14;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s23;s24;/rC:;0,1.0058,0;.868,-.4978,0;4.2871,-2.4235,0;4.6479,-.7265,0;.868,1.5138,0;5.2703,-2.6326,0;5.6312,-.9355,0;3.2858,.5023,0;1.736,-.0012,0;3.9809,-1.4715,0;2.6938,-.3125,0;1.736,1.0058,0;5.9474,-1.8896,0;3.0028,-1.2636,0;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;6.9255,-2.0976,0;4.5478,7.0233,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;3.952,-2.7946,0;4.4928,-.2511,0;.868,2.0138,0;5.4234,-3.1086,0;5.9646,-.563,0;3.7858,.5023,0;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;7.08,-2.5731,0;4.2133,7.3948,0;
Duplicates	ChEBI183926
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183926.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183926.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183750-0000183999/ChEBI183926.sdf