CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9591_s0 (4375)

Formula C₂₂H₂₀FN₃OS

MW 393.48

InChIKey NPGABYHTDVGGJK-LNNLXFCONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 4

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.04

logP 3.8645

PSA 72.94

MR 117.9

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 27.03894

PM7_Total_Energy_ev -4466.86839

PM7_Electronic_Energy_ev -36142.19076

PM7_Dipole_Debye 2.77639

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.135

PM7_LUMO_Energy_ev -0.802

PM7_COSMO_Area_square_ang 390.02

PM7_COSMO_Volue_cubic_ang 465

PM7_Electron_Affinity_ev 0.802

PM7_Ionization_Energy_ev 8.135

PM7_Energy_Gap_ev 7.333

PM7_Global_Hardness_ev 3.6665

PM7_Global_Softness_ev 0.2727396699849993

PM7_Chemical_Potential_ev -4.4685

PM7_Electronigativity_ev 4.4685

PM7_Back_Donation_Energy_ev -0.916625

PM7_Electrophilicity_ev 2.7229636233465158

OPENEYE_Name ~{N}-[[(2~{R})-5-(2-fluorophenyl)-1-methyl-2,3-dihydro-1,4-benzodiazepin-2-yl]methyl]thiophene-3-carboxamide

SMILES c1ccc2c(c1)C(=NCC(N2C)CNC(=O)c3ccsc3)c4ccccc4F

Canonical_SMILES O=C(c1ccsc1)NC[C@@H]1CN=C(c2c(N1C)cccc2)c1ccccc1F

InChI 1/C22H20FN3OS/c1-26-16(13-25-22(27)15-10-11-28-14-15)12-24-21(17-6-2-4-8-19(17)23)18-7-3-5-9-20(18)26/h2-11,14,16H,12-13H2,1H3,(H,25,27)/f/h25H

InChI_3D 1S/C22H20FN3OS/c1-26-16(13-25-22(27)15-10-11-28-14-15)12-24-21(17-6-2-4-8-19(17)23)18-7-3-5-9-20(18)26/h2-11,14,16H,12-13H2,1H3,(H,25,27)/t16-/m0/s1

AuxInfo 1/1/N:21,2,1,4,3,6,5,8,7,9,10,19,22,11,14,20,13,12,16,15,17,18,27,23,25,24,26,28/F:m/rA:48cCCCCCCCCCCCCCCCCCCCCCCNNNOFSHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;d9;;d5;d6;s9d11;d7s12;d8s13;s12s13;s14;;s19;;s20;d17s19;s15s20s21;s18s22;d18;s16;s10s11;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s19;s19;s20;s21;s21;s21;s22;s22;s25;/rC:;1.766,-3.2838,0;-.2322,.9784,0;2.6346,-3.7793,0;.9648,-.2906,0;1.755,-2.2838,0;.5003,1.6662,0;3.5011,-3.2697,0;8.1665,2.8269,0;8.8804,3.5271,0;7.4464,4.2802,0;1.6906,.4013,0;2.6215,-1.7742,0;7.2799,3.2926,0;1.4584,1.3796,0;3.4989,-2.2646,0;2.6022,-.0243,0;6.3839,2.8486,0;3.7246,1.4039,0;3.0873,2.1814,0;1.6379,3.0716,0;4.6553,2.9585,0;3.5069,.4226,0;2.0794,2.1743,0;5.5513,3.4025,0;6.3204,1.8506,0;4.3608,-1.7576,0;8.4404,4.4255,0;-.3639,-.3429,0;1.335,-3.5372,0;-.711,1.1223,0;2.6379,-4.2793,0;1.081,-.7769,0;1.3196,-2.0379,0;.3855,2.1528,0;3.9353,-3.5175,0;8.2393,2.3323,0;9.3733,3.4426,0;7.0967,4.6376,0;4.032,1.7982,0;4.1769,1.1908,0;2.9716,2.6678,0;1.1893,2.8508,0;2.0865,3.2923,0;1.4172,3.5202,0;4.8773,2.5105,0;4.4333,3.4065,0;5.5831,3.9015,0;

Duplicates ChEBI9591_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9591_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9591_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9591_s0.sdf

Formula	C₂₂H₂₀FN₃OS
MW	393.48
InChIKey	NPGABYHTDVGGJK-LNNLXFCONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	4
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.04
logP	3.8645
PSA	72.94
MR	117.9
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	27.03894
PM7_Total_Energy_ev	-4466.86839
PM7_Electronic_Energy_ev	-36142.19076
PM7_Dipole_Debye	2.77639
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.135
PM7_LUMO_Energy_ev	-0.802
PM7_COSMO_Area_square_ang	390.02
PM7_COSMO_Volue_cubic_ang	465
PM7_Electron_Affinity_ev	0.802
PM7_Ionization_Energy_ev	8.135
PM7_Energy_Gap_ev	7.333
PM7_Global_Hardness_ev	3.6665
PM7_Global_Softness_ev	0.2727396699849993
PM7_Chemical_Potential_ev	-4.4685
PM7_Electronigativity_ev	4.4685
PM7_Back_Donation_Energy_ev	-0.916625
PM7_Electrophilicity_ev	2.7229636233465158
OPENEYE_Name	~{N}-[[(2~{R})-5-(2-fluorophenyl)-1-methyl-2,3-dihydro-1,4-benzodiazepin-2-yl]methyl]thiophene-3-carboxamide
SMILES	c1ccc2c(c1)C(=NCC(N2C)CNC(=O)c3ccsc3)c4ccccc4F
Canonical_SMILES	O=C(c1ccsc1)NC[C@@H]1CN=C(c2c(N1C)cccc2)c1ccccc1F
InChI	1/C22H20FN3OS/c1-26-16(13-25-22(27)15-10-11-28-14-15)12-24-21(17-6-2-4-8-19(17)23)18-7-3-5-9-20(18)26/h2-11,14,16H,12-13H2,1H3,(H,25,27)/f/h25H
InChI_3D	1S/C22H20FN3OS/c1-26-16(13-25-22(27)15-10-11-28-14-15)12-24-21(17-6-2-4-8-19(17)23)18-7-3-5-9-20(18)26/h2-11,14,16H,12-13H2,1H3,(H,25,27)/t16-/m0/s1
AuxInfo	1/1/N:21,2,1,4,3,6,5,8,7,9,10,19,22,11,14,20,13,12,16,15,17,18,27,23,25,24,26,28/F:m/rA:48cCCCCCCCCCCCCCCCCCCCCCCNNNOFSHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;d9;;d5;d6;s9d11;d7s12;d8s13;s12s13;s14;;s19;;s20;d17s19;s15s20s21;s18s22;d18;s16;s10s11;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s19;s19;s20;s21;s21;s21;s22;s22;s25;/rC:;1.766,-3.2838,0;-.2322,.9784,0;2.6346,-3.7793,0;.9648,-.2906,0;1.755,-2.2838,0;.5003,1.6662,0;3.5011,-3.2697,0;8.1665,2.8269,0;8.8804,3.5271,0;7.4464,4.2802,0;1.6906,.4013,0;2.6215,-1.7742,0;7.2799,3.2926,0;1.4584,1.3796,0;3.4989,-2.2646,0;2.6022,-.0243,0;6.3839,2.8486,0;3.7246,1.4039,0;3.0873,2.1814,0;1.6379,3.0716,0;4.6553,2.9585,0;3.5069,.4226,0;2.0794,2.1743,0;5.5513,3.4025,0;6.3204,1.8506,0;4.3608,-1.7576,0;8.4404,4.4255,0;-.3639,-.3429,0;1.335,-3.5372,0;-.711,1.1223,0;2.6379,-4.2793,0;1.081,-.7769,0;1.3196,-2.0379,0;.3855,2.1528,0;3.9353,-3.5175,0;8.2393,2.3323,0;9.3733,3.4426,0;7.0967,4.6376,0;4.032,1.7982,0;4.1769,1.1908,0;2.9716,2.6678,0;1.1893,2.8508,0;2.0865,3.2923,0;1.4172,3.5202,0;4.8773,2.5105,0;4.4333,3.4065,0;5.5831,3.9015,0;
Duplicates	ChEBI9591_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9591_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9591_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9591_s0.sdf