CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191444 (2533770)

Formula C₂₀H₂₃N₃O₃S

MW 385.48

InChIKey SIMGKDNWNDGNPP-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 8

Unbranched_Chain 5

Chiral_Centers 2

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.78

logP 3.9962

PSA 104.48

MR 106.108

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -37.60946

PM7_Total_Energy_ev -4387.09948

PM7_Electronic_Energy_ev -34484.48957

PM7_Dipole_Debye 4.68762

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.691

PM7_LUMO_Energy_ev -1.086

PM7_COSMO_Area_square_ang 413.35

PM7_COSMO_Volue_cubic_ang 458.89

PM7_Electron_Affinity_ev 1.086

PM7_Ionization_Energy_ev 8.691

PM7_Energy_Gap_ev 7.605

PM7_Global_Hardness_ev 3.8025

PM7_Global_Softness_ev 0.26298487836949375

PM7_Chemical_Potential_ev -4.8885

PM7_Electronigativity_ev 4.8885

PM7_Back_Donation_Energy_ev -0.950625

PM7_Electrophilicity_ev 3.1423316568047337

OPENEYE_Name ~{N}-[(1~{S},3~{S})-3-(2-methoxyethoxy)cyclopentyl]-6-thiazol-5-yl-1~{H}-indole-4-carboxamide

SMILES c1c[nH]c2c1c(cc(c2)c3cncs3)C(=O)NC4CCC(C4)OCCOC

Canonical_SMILES COCCO[C@H]1CC[C@@H](C1)NC(=O)c1cc(cc2c1cc[nH]2)c1cncs1

InChI 1/C20H23N3O3S/c1-25-6-7-26-15-3-2-14(10-15)23-20(24)17-8-13(19-11-21-12-27-19)9-18-16(17)4-5-22-18/h4-5,8-9,11-12,14-15,22H,2-3,6-7,10H2,1H3,(H,23,24)/f/h23H

InChI_3D 1S/C20H23N3O3S/c1-25-6-7-26-15-3-2-14(10-15)23-20(24)17-8-13(19-11-21-12-27-19)9-18-16(17)4-5-22-18/h4-5,8-9,11-12,14-15,22H,2-3,6-7,10H2,1H3,(H,23,24)/t14-,15-/m0/s1

AuxInfo 1/1/N:18,13,14,1,5,20,19,2,3,15,4,6,8,16,17,7,9,10,11,12,21,22,23,24,26,25,27/F:m/rA:50cCCCCCCCCCCCCCCCCCCCCNNNOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;;s1;d2s3;s2d7;d3s7;d4s8;s9;;s13;;s13s15;s14s15;;;s19;s4d6;s5s10;s12s16;d12;s17s19;s18s20;s6s11;s1;s2;s3;s4;s5;s6;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s18;s19;s19;s20;s20;s22;s23;/rC:2.6938,-.3125,0;;.868,1.5138,0;-.9719,2.4978,0;3.2858,.5023,0;-2.4526,1.8359,0;1.736,-.0012,0;0,1.0058,0;.868,-.4978,0;1.736,1.0058,0;-.8675,1.5032,0;.8675,-1.4978,0;1.5252,-3.9782,0;2.3917,-4.4802,0;2.7318,-2.8944,0;1.7327,-2.9983,0;3.1341,-3.8102,0;6.0694,-7.8579,0;4.3082,-5.4293,0;4.8953,-6.2388,0;-1.952,2.7035,0;2.6938,1.3169,0;1.7332,-1.9983,0;.0012,-1.9973,0;3.7212,-4.6197,0;5.4823,-7.0484,0;-1.7788,1.0909,0;2.8483,-.788,0;-.4327,-.2506,0;.868,2.0138,0;-.6008,2.8328,0;3.7858,.5023,0;-2.9498,1.783,0;1.0497,-3.8236,0;1.3215,-4.4348,0;2.0975,-4.8845,0;2.7633,-4.8147,0;3.2079,-2.7417,0;2.629,-2.4051,0;1.2355,-2.946,0;3.5678,-3.5615,0;5.6646,-8.1515,0;6.4741,-7.5644,0;6.3629,-8.2627,0;4.713,-5.1358,0;3.9034,-5.7228,0;4.4905,-6.5324,0;5.3,-5.9453,0;2.8483,1.7924,0;2.1664,-1.7485,0;

Duplicates CHEMBL5191444

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191444.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191444.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191444.sdf

Formula	C₂₀H₂₃N₃O₃S
MW	385.48
InChIKey	SIMGKDNWNDGNPP-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	8
Unbranched_Chain	5
Chiral_Centers	2
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.78
logP	3.9962
PSA	104.48
MR	106.108
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-37.60946
PM7_Total_Energy_ev	-4387.09948
PM7_Electronic_Energy_ev	-34484.48957
PM7_Dipole_Debye	4.68762
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.691
PM7_LUMO_Energy_ev	-1.086
PM7_COSMO_Area_square_ang	413.35
PM7_COSMO_Volue_cubic_ang	458.89
PM7_Electron_Affinity_ev	1.086
PM7_Ionization_Energy_ev	8.691
PM7_Energy_Gap_ev	7.605
PM7_Global_Hardness_ev	3.8025
PM7_Global_Softness_ev	0.26298487836949375
PM7_Chemical_Potential_ev	-4.8885
PM7_Electronigativity_ev	4.8885
PM7_Back_Donation_Energy_ev	-0.950625
PM7_Electrophilicity_ev	3.1423316568047337
OPENEYE_Name	~{N}-[(1~{S},3~{S})-3-(2-methoxyethoxy)cyclopentyl]-6-thiazol-5-yl-1~{H}-indole-4-carboxamide
SMILES	c1c[nH]c2c1c(cc(c2)c3cncs3)C(=O)NC4CCC(C4)OCCOC
Canonical_SMILES	COCCO[C@H]1CC[C@@H](C1)NC(=O)c1cc(cc2c1cc[nH]2)c1cncs1
InChI	1/C20H23N3O3S/c1-25-6-7-26-15-3-2-14(10-15)23-20(24)17-8-13(19-11-21-12-27-19)9-18-16(17)4-5-22-18/h4-5,8-9,11-12,14-15,22H,2-3,6-7,10H2,1H3,(H,23,24)/f/h23H
InChI_3D	1S/C20H23N3O3S/c1-25-6-7-26-15-3-2-14(10-15)23-20(24)17-8-13(19-11-21-12-27-19)9-18-16(17)4-5-22-18/h4-5,8-9,11-12,14-15,22H,2-3,6-7,10H2,1H3,(H,23,24)/t14-,15-/m0/s1
AuxInfo	1/1/N:18,13,14,1,5,20,19,2,3,15,4,6,8,16,17,7,9,10,11,12,21,22,23,24,26,25,27/F:m/rA:50cCCCCCCCCCCCCCCCCCCCCNNNOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;;s1;d2s3;s2d7;d3s7;d4s8;s9;;s13;;s13s15;s14s15;;;s19;s4d6;s5s10;s12s16;d12;s17s19;s18s20;s6s11;s1;s2;s3;s4;s5;s6;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s18;s19;s19;s20;s20;s22;s23;/rC:2.6938,-.3125,0;;.868,1.5138,0;-.9719,2.4978,0;3.2858,.5023,0;-2.4526,1.8359,0;1.736,-.0012,0;0,1.0058,0;.868,-.4978,0;1.736,1.0058,0;-.8675,1.5032,0;.8675,-1.4978,0;1.5252,-3.9782,0;2.3917,-4.4802,0;2.7318,-2.8944,0;1.7327,-2.9983,0;3.1341,-3.8102,0;6.0694,-7.8579,0;4.3082,-5.4293,0;4.8953,-6.2388,0;-1.952,2.7035,0;2.6938,1.3169,0;1.7332,-1.9983,0;.0012,-1.9973,0;3.7212,-4.6197,0;5.4823,-7.0484,0;-1.7788,1.0909,0;2.8483,-.788,0;-.4327,-.2506,0;.868,2.0138,0;-.6008,2.8328,0;3.7858,.5023,0;-2.9498,1.783,0;1.0497,-3.8236,0;1.3215,-4.4348,0;2.0975,-4.8845,0;2.7633,-4.8147,0;3.2079,-2.7417,0;2.629,-2.4051,0;1.2355,-2.946,0;3.5678,-3.5615,0;5.6646,-8.1515,0;6.4741,-7.5644,0;6.3629,-8.2627,0;4.713,-5.1358,0;3.9034,-5.7228,0;4.4905,-6.5324,0;5.3,-5.9453,0;2.8483,1.7924,0;2.1664,-1.7485,0;
Duplicates	CHEMBL5191444
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191444.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191444.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191444.sdf