CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189934 (2532077)

Formula C₂₅H₂₅NO₅S

MW 451.54

InChIKey UJXUXNKHHYIXGN-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 0

HB_Acceptor 3

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.05

logP 3.8089

PSA 98.21

MR 126.087

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -134.60604

PM7_Total_Energy_ev -5247.10556

PM7_Electronic_Energy_ev -46534.79346

PM7_Dipole_Debye 2.18828

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.946

PM7_LUMO_Energy_ev -0.906

PM7_COSMO_Area_square_ang 440.18

PM7_COSMO_Volue_cubic_ang 538.23

PM7_Electron_Affinity_ev 0.906

PM7_Ionization_Energy_ev 8.946

PM7_Energy_Gap_ev 8.04

PM7_Global_Hardness_ev 4.02

PM7_Global_Softness_ev 0.24875621890547264

PM7_Chemical_Potential_ev -4.926

PM7_Electronigativity_ev 4.926

PM7_Back_Donation_Energy_ev -1.005

PM7_Electrophilicity_ev 3.0180940298507464

OPENEYE_Name benzhydryl (3~{S},6~{E},7~{a}~{R})-6-(2-methoxy-2-oxo-ethylidene)-2,2-dimethyl-5-oxo-7,7~{a}-dihydro-3~{H}-pyrrolo[2,1-b]thiazole-3-carboxylate

SMILES c1ccc(cc1)C(c2ccccc2)OC(=O)C3C(SC4N3C(=O)C(=CC(=O)OC)C4)(C)C

Canonical_SMILES COC(=O)/C=C/1C[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)OC(c1ccccc1)c1ccccc1

InChI 1/C25H25NO5S/c1-25(2)22(26-19(32-25)14-18(23(26)28)15-20(27)30-3)24(29)31-21(16-10-6-4-7-11-16)17-12-8-5-9-13-17/h4-13,15,19,21-22H,14H2,1-3H3

InChI_3D 1S/C25H25NO5S/c1-25(2)22(26-19(32-25)14-18(23(26)28)15-20(27)30-3)24(29)31-21(16-10-6-4-7-11-16)17-12-8-5-9-13-17/h4-13,15,19,21-22H,14H2,1-3H3/b18-15+/t19-,22+/m1/s1

AuxInfo 1/0/N:22,23,24,1,2,3,4,5,6,7,8,9,10,18,15,11,12,13,20,16,25,19,14,17,21,26,28,27,29,30,31,32/E:(1,2)(4,5)(6,7,8,9)(10,11,12,13)(16,17)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;s13;w13;s15;;s13;s17;s18;s19;s21;s21;;s11s12;s14s19s20;d14;d16;d17;s16s24;s17s25;s20s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s15;s18;s18;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;/rC:7.4553,-4.7264,0;2.3116,-6.0768,0;7.4632,-3.7264,0;6.5881,-5.2245,0;3.3116,-6.0847,0;1.8134,-5.2097,0;6.5952,-3.2194,0;5.7202,-4.7175,0;3.8186,-5.2168,0;2.3204,-4.3417,0;5.7193,-3.7124,0;3.3256,-4.3408,0;;.5842,-.8118,0;-1,.0045,0;-1.4961,.8728,0;3.3498,-1.3254,0;.5915,.8064,0;2.4863,-.821,0;1.5413,.493,0;3.0782,-.0149,0;3.8247,.6505,0;4.3728,-1.1924,0;-2.9921,1.7457,0;4.2082,-2.8297,0;1.5367,-.5071,0;.2709,-1.7614,0;-.9921,1.7366,0;4.2183,-.8298,0;-2.496,.8774,0;3.3447,-2.3254,0;2.4944,.797,0;7.887,-4.9786,0;2.0594,-6.5085,0;7.8979,-3.4792,0;6.5863,-5.7245,0;3.5587,-6.5194,0;1.3134,-5.2079,0;6.5992,-2.7194,0;5.2866,-4.9666,0;4.3185,-5.2208,0;2.0713,-3.9081,0;-1.252,-.4273,0;.1596,1.0584,0;.7969,1.2622,0;2.2806,-1.2767,0;1.5438,.993,0;3.4919,1.0238,0;4.1979,.9833,0;4.1574,.2773,0;4.7092,-.8225,0;4.0364,-1.5623,0;4.7427,-1.5288,0;-2.558,1.9937,0;-3.4262,1.4976,0;-3.2401,2.1798,0;4.4604,-2.398,0;

Duplicates CHEMBL5189934

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189934.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189934.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189934.sdf

Formula	C₂₅H₂₅NO₅S
MW	451.54
InChIKey	UJXUXNKHHYIXGN-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	0
HB_Acceptor	3
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.05
logP	3.8089
PSA	98.21
MR	126.087
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-134.60604
PM7_Total_Energy_ev	-5247.10556
PM7_Electronic_Energy_ev	-46534.79346
PM7_Dipole_Debye	2.18828
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.946
PM7_LUMO_Energy_ev	-0.906
PM7_COSMO_Area_square_ang	440.18
PM7_COSMO_Volue_cubic_ang	538.23
PM7_Electron_Affinity_ev	0.906
PM7_Ionization_Energy_ev	8.946
PM7_Energy_Gap_ev	8.04
PM7_Global_Hardness_ev	4.02
PM7_Global_Softness_ev	0.24875621890547264
PM7_Chemical_Potential_ev	-4.926
PM7_Electronigativity_ev	4.926
PM7_Back_Donation_Energy_ev	-1.005
PM7_Electrophilicity_ev	3.0180940298507464
OPENEYE_Name	benzhydryl (3~{S},6~{E},7~{a}~{R})-6-(2-methoxy-2-oxo-ethylidene)-2,2-dimethyl-5-oxo-7,7~{a}-dihydro-3~{H}-pyrrolo[2,1-b]thiazole-3-carboxylate
SMILES	c1ccc(cc1)C(c2ccccc2)OC(=O)C3C(SC4N3C(=O)C(=CC(=O)OC)C4)(C)C
Canonical_SMILES	COC(=O)/C=C/1C[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)OC(c1ccccc1)c1ccccc1
InChI	1/C25H25NO5S/c1-25(2)22(26-19(32-25)14-18(23(26)28)15-20(27)30-3)24(29)31-21(16-10-6-4-7-11-16)17-12-8-5-9-13-17/h4-13,15,19,21-22H,14H2,1-3H3
InChI_3D	1S/C25H25NO5S/c1-25(2)22(26-19(32-25)14-18(23(26)28)15-20(27)30-3)24(29)31-21(16-10-6-4-7-11-16)17-12-8-5-9-13-17/h4-13,15,19,21-22H,14H2,1-3H3/b18-15+/t19-,22+/m1/s1
AuxInfo	1/0/N:22,23,24,1,2,3,4,5,6,7,8,9,10,18,15,11,12,13,20,16,25,19,14,17,21,26,28,27,29,30,31,32/E:(1,2)(4,5)(6,7,8,9)(10,11,12,13)(16,17)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;s13;w13;s15;;s13;s17;s18;s19;s21;s21;;s11s12;s14s19s20;d14;d16;d17;s16s24;s17s25;s20s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s15;s18;s18;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;/rC:7.4553,-4.7264,0;2.3116,-6.0768,0;7.4632,-3.7264,0;6.5881,-5.2245,0;3.3116,-6.0847,0;1.8134,-5.2097,0;6.5952,-3.2194,0;5.7202,-4.7175,0;3.8186,-5.2168,0;2.3204,-4.3417,0;5.7193,-3.7124,0;3.3256,-4.3408,0;;.5842,-.8118,0;-1,.0045,0;-1.4961,.8728,0;3.3498,-1.3254,0;.5915,.8064,0;2.4863,-.821,0;1.5413,.493,0;3.0782,-.0149,0;3.8247,.6505,0;4.3728,-1.1924,0;-2.9921,1.7457,0;4.2082,-2.8297,0;1.5367,-.5071,0;.2709,-1.7614,0;-.9921,1.7366,0;4.2183,-.8298,0;-2.496,.8774,0;3.3447,-2.3254,0;2.4944,.797,0;7.887,-4.9786,0;2.0594,-6.5085,0;7.8979,-3.4792,0;6.5863,-5.7245,0;3.5587,-6.5194,0;1.3134,-5.2079,0;6.5992,-2.7194,0;5.2866,-4.9666,0;4.3185,-5.2208,0;2.0713,-3.9081,0;-1.252,-.4273,0;.1596,1.0584,0;.7969,1.2622,0;2.2806,-1.2767,0;1.5438,.993,0;3.4919,1.0238,0;4.1979,.9833,0;4.1574,.2773,0;4.7092,-.8225,0;4.0364,-1.5623,0;4.7427,-1.5288,0;-2.558,1.9937,0;-3.4262,1.4976,0;-3.2401,2.1798,0;4.4604,-2.398,0;
Duplicates	CHEMBL5189934
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189934.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189934.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189934.sdf