CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16147_p0 (12867)

Formula C₃₀H₃₄FN₃O₅S₂

MW 599.74

InChIKey UUIBKACUTXYSAK-NSJMMFDCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 75

Number_Heavy_Atoms 41

Number_Rings 4

Number_Bonds 78

Rotat_Bonds 13

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 2

XLogP3 0

XLogP 5.16

logP 6.4403

PSA 152.48

MR 161.576

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -180.40327

PM7_Total_Energy_ev -6997.7915

PM7_Electronic_Energy_ev -71595.74757

PM7_Dipole_Debye 8.3593

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.135

PM7_LUMO_Energy_ev -0.866

PM7_COSMO_Area_square_ang 544.92

PM7_COSMO_Volue_cubic_ang 694.8

PM7_Electron_Affinity_ev 0.866

PM7_Ionization_Energy_ev 9.135

PM7_Energy_Gap_ev 8.269

PM7_Global_Hardness_ev 4.1345

PM7_Global_Softness_ev 0.24186721489902044

PM7_Chemical_Potential_ev -5.0005

PM7_Electronigativity_ev 5.0005

PM7_Back_Donation_Energy_ev -1.033625

PM7_Electrophilicity_ev 3.023944884508405

OPENEYE_Name [(3~{S})-3-(4-fluorophenyl)-3-[[(2~{S},3~{R})-3-(4-phenylphenyl)sulfonylthiazolidine-2-carbonyl]amino]propyl] (2~{S})-2-amino-3-methyl-butanoate

SMILES c1ccc(cc1)c2ccc(cc2)S(=O)(=O)N3CCSC3C(=O)NC(c4ccc(cc4)F)CCOC(=O)C(C(C)C)N

Canonical_SMILES CC([C@@H](C(=O)OCC[C@@H](c1ccc(cc1)F)NC(=O)[C@@H]1SCCN1S(=O)(=O)c1ccc(cc1)c1ccccc1)N)C

InChI 1/C30H34FN3O5S2/c1-20(2)27(32)30(36)39-18-16-26(23-8-12-24(31)13-9-23)33-28(35)29-34(17-19-40-29)41(37,38)25-14-10-22(11-15-25)21-6-4-3-5-7-21/h3-15,20,26-27,29H,16-19,32H2,1-2H3,(H,33,35)/f/h33H

InChI_3D 1S/C30H34FN3O5S2/c1-20(2)27(32)30(36)39-18-16-26(23-8-12-24(31)13-9-23)33-28(35)29-34(17-19-40-29)41(37,38)25-14-10-22(11-15-25)21-6-4-3-5-7-21/h3-15,20,26-27,29H,16-19,32H2,1-2H3,(H,33,35)/t26-,27-,29-/m0/s1

AuxInfo 1/1/N:24,25,1,2,3,4,5,8,9,6,7,10,11,12,13,26,21,27,22,30,14,15,16,17,18,28,29,19,23,20,39,32,33,31,34,35,36,37,38,40,41/E:(1,2)(4,5)(6,7)(8,9)(10,11)(12,13)(14,15)(37,38)/F:m/E:m/CRV:41.6/rA:75cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;;d8;s9;d6;s7;d4s5;s6d7s14;s8d9;s10d11;s12d13;;;;s21;s19;;;;s26;s16s26;s20;s24s25s29;s21s23;s29;s19s28;d19;d20;;;s20s27;s17;s22s23;s18s31d36d37;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s21;s21;s22;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s27;s28;s29;s30;s32;s32;s33;/rC:5.1216,-5.6847,0;4.1273,-5.7909,0;5.5321,-4.7727,0;3.5373,-4.977,0;4.9422,-3.9588,0;2.3606,-3.3535,0;3.7654,-2.3353,0;.305,5.426,0;-.564,3.9243,0;-.5651,5.9295,0;-1.4341,4.4278,0;1.7707,-2.5396,0;3.1755,-1.5214,0;3.9418,-4.0569,0;3.3549,-3.2472,0;.3011,4.426,0;-1.439,5.433,0;2.1751,-1.6194,0;1.814,1.8174,0;4.683,4.7786,0;;-.3065,.9519,0;1.3131,.9519,0;6.5503,6.0088,0;6.9149,4.6424,0;2.6812,3.0486,0;3.1821,3.9141,0;1.8157,3.5495,0;5.1839,5.6442,0;6.0494,5.1433,0;1.0014,0,0;4.3183,6.145,0;1.3148,2.684,0;2.814,1.8164,0;5.1821,3.9121,0;.7786,-1.3965,0;2.3979,-.2228,0;3.683,4.7796,0;-2.3045,5.9338,0;.5007,1.5426,0;1.5883,-.8097,0;5.4151,-6.0895,0;3.924,-6.2478,0;6.0295,-4.7218,0;3.0402,-5.0302,0;5.1474,-3.5029,0;2.1573,-3.8103,0;4.2628,-2.2843,0;.7386,5.675,0;-.5638,3.4243,0;-.5631,6.4295,0;-1.8666,4.177,0;1.2735,-2.5927,0;3.3807,-1.0654,0;.0518,-.4973,0;-.4893,-.1031,0;-.7634,.7488,0;-.5571,1.3846,0;1.7695,.7478,0;6.1175,6.2592,0;6.983,5.7584,0;6.8007,6.4416,0;7.1653,5.0752,0;6.6645,4.2096,0;7.3477,4.392,0;2.4308,2.6158,0;3.114,2.7982,0;3.6149,3.6637,0;2.7494,4.1646,0;2.0662,3.9822,0;5.4343,6.0769,0;5.7989,4.7105,0;4.3188,6.645,0;3.8851,5.8955,0;.8148,2.6845,0;

Duplicates DB16147_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16147_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16147_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16147_p0.sdf

Formula	C₃₀H₃₄FN₃O₅S₂
MW	599.74
InChIKey	UUIBKACUTXYSAK-NSJMMFDCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	75
Number_Heavy_Atoms	41
Number_Rings	4
Number_Bonds	78
Rotat_Bonds	13
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	2
XLogP3	0
XLogP	5.16
logP	6.4403
PSA	152.48
MR	161.576
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-180.40327
PM7_Total_Energy_ev	-6997.7915
PM7_Electronic_Energy_ev	-71595.74757
PM7_Dipole_Debye	8.3593
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.135
PM7_LUMO_Energy_ev	-0.866
PM7_COSMO_Area_square_ang	544.92
PM7_COSMO_Volue_cubic_ang	694.8
PM7_Electron_Affinity_ev	0.866
PM7_Ionization_Energy_ev	9.135
PM7_Energy_Gap_ev	8.269
PM7_Global_Hardness_ev	4.1345
PM7_Global_Softness_ev	0.24186721489902044
PM7_Chemical_Potential_ev	-5.0005
PM7_Electronigativity_ev	5.0005
PM7_Back_Donation_Energy_ev	-1.033625
PM7_Electrophilicity_ev	3.023944884508405
OPENEYE_Name	[(3~{S})-3-(4-fluorophenyl)-3-[[(2~{S},3~{R})-3-(4-phenylphenyl)sulfonylthiazolidine-2-carbonyl]amino]propyl] (2~{S})-2-amino-3-methyl-butanoate
SMILES	c1ccc(cc1)c2ccc(cc2)S(=O)(=O)N3CCSC3C(=O)NC(c4ccc(cc4)F)CCOC(=O)C(C(C)C)N
Canonical_SMILES	CC([C@@H](C(=O)OCC[C@@H](c1ccc(cc1)F)NC(=O)[C@@H]1SCCN1S(=O)(=O)c1ccc(cc1)c1ccccc1)N)C
InChI	1/C30H34FN3O5S2/c1-20(2)27(32)30(36)39-18-16-26(23-8-12-24(31)13-9-23)33-28(35)29-34(17-19-40-29)41(37,38)25-14-10-22(11-15-25)21-6-4-3-5-7-21/h3-15,20,26-27,29H,16-19,32H2,1-2H3,(H,33,35)/f/h33H
InChI_3D	1S/C30H34FN3O5S2/c1-20(2)27(32)30(36)39-18-16-26(23-8-12-24(31)13-9-23)33-28(35)29-34(17-19-40-29)41(37,38)25-14-10-22(11-15-25)21-6-4-3-5-7-21/h3-15,20,26-27,29H,16-19,32H2,1-2H3,(H,33,35)/t26-,27-,29-/m0/s1
AuxInfo	1/1/N:24,25,1,2,3,4,5,8,9,6,7,10,11,12,13,26,21,27,22,30,14,15,16,17,18,28,29,19,23,20,39,32,33,31,34,35,36,37,38,40,41/E:(1,2)(4,5)(6,7)(8,9)(10,11)(12,13)(14,15)(37,38)/F:m/E:m/CRV:41.6/rA:75cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;;d8;s9;d6;s7;d4s5;s6d7s14;s8d9;s10d11;s12d13;;;;s21;s19;;;;s26;s16s26;s20;s24s25s29;s21s23;s29;s19s28;d19;d20;;;s20s27;s17;s22s23;s18s31d36d37;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s21;s21;s22;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s27;s28;s29;s30;s32;s32;s33;/rC:5.1216,-5.6847,0;4.1273,-5.7909,0;5.5321,-4.7727,0;3.5373,-4.977,0;4.9422,-3.9588,0;2.3606,-3.3535,0;3.7654,-2.3353,0;.305,5.426,0;-.564,3.9243,0;-.5651,5.9295,0;-1.4341,4.4278,0;1.7707,-2.5396,0;3.1755,-1.5214,0;3.9418,-4.0569,0;3.3549,-3.2472,0;.3011,4.426,0;-1.439,5.433,0;2.1751,-1.6194,0;1.814,1.8174,0;4.683,4.7786,0;;-.3065,.9519,0;1.3131,.9519,0;6.5503,6.0088,0;6.9149,4.6424,0;2.6812,3.0486,0;3.1821,3.9141,0;1.8157,3.5495,0;5.1839,5.6442,0;6.0494,5.1433,0;1.0014,0,0;4.3183,6.145,0;1.3148,2.684,0;2.814,1.8164,0;5.1821,3.9121,0;.7786,-1.3965,0;2.3979,-.2228,0;3.683,4.7796,0;-2.3045,5.9338,0;.5007,1.5426,0;1.5883,-.8097,0;5.4151,-6.0895,0;3.924,-6.2478,0;6.0295,-4.7218,0;3.0402,-5.0302,0;5.1474,-3.5029,0;2.1573,-3.8103,0;4.2628,-2.2843,0;.7386,5.675,0;-.5638,3.4243,0;-.5631,6.4295,0;-1.8666,4.177,0;1.2735,-2.5927,0;3.3807,-1.0654,0;.0518,-.4973,0;-.4893,-.1031,0;-.7634,.7488,0;-.5571,1.3846,0;1.7695,.7478,0;6.1175,6.2592,0;6.983,5.7584,0;6.8007,6.4416,0;7.1653,5.0752,0;6.6645,4.2096,0;7.3477,4.392,0;2.4308,2.6158,0;3.114,2.7982,0;3.6149,3.6637,0;2.7494,4.1646,0;2.0662,3.9822,0;5.4343,6.0769,0;5.7989,4.7105,0;4.3188,6.645,0;3.8851,5.8955,0;.8148,2.6845,0;
Duplicates	DB16147_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16147_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16147_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16147_p0.sdf