CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02669 (2946)

Formula C₂₂H₂₄N₂O₄S

MW 412.5

InChIKey ZWDQTNWLXALTOV-ORVKFNBTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.21

logP 2.7894

PSA 125.51

MR 116.758

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -125.03226

PM7_Total_Energy_ev -4756.97325

PM7_Electronic_Energy_ev -43306.74763

PM7_Dipole_Debye 2.95819

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.963

PM7_LUMO_Energy_ev -0.379

PM7_COSMO_Area_square_ang 367.11

PM7_COSMO_Volue_cubic_ang 494.37

PM7_Electron_Affinity_ev 0.379

PM7_Ionization_Energy_ev 8.963

PM7_Energy_Gap_ev 8.584

PM7_Global_Hardness_ev 4.292

PM7_Global_Softness_ev 0.23299161230195714

PM7_Chemical_Potential_ev -4.671

PM7_Electronigativity_ev 4.671

PM7_Back_Donation_Energy_ev -1.073

PM7_Electrophilicity_ev 2.5417335740913325

OPENEYE_Name (2~{S},5~{R})-5-phenyl-1-[2-[[(2~{S})-3-phenyl-2-sulfanyl-propanoyl]amino]acetyl]pyrrolidine-2-carboxylic acid

SMILES c1ccc(cc1)C2CCC(N2C(=O)CNC(=O)C(Cc3ccccc3)S)C(=O)O

Canonical_SMILES S[C@H](C(=O)NCC(=O)N1[C@@H](CC[C@@H]1c1ccccc1)C(=O)O)Cc1ccccc1

InChI 1/C22H24N2O4S/c25-20(14-23-21(26)19(29)13-15-7-3-1-4-8-15)24-17(11-12-18(24)22(27)28)16-9-5-2-6-10-16/h1-10,17-19,29H,11-14H2,(H,23,26)(H,27,28)/f/h23,27H

InChI_3D 1S/C22H24N2O4S/c25-20(14-23-21(26)19(29)13-15-7-3-1-4-8-15)24-17(11-12-18(24)22(27)28)16-9-5-2-6-10-16/h1-10,17-19,29H,11-14H2,(H,23,26)(H,27,28)/t17-,18+,19+/m1/s1

AuxInfo 1/1/N:2,1,5,6,3,4,9,10,7,8,16,17,20,21,12,11,18,19,22,14,15,13,24,23,26,27,25,28,29/E:(3,4)(5,6)(7,8)(9,10)(27,28)/F:2,1,5,6,3,4,9,10,7,8,16,17,20,21,12,11,18,19,22,14,15,13,24,23,26,27,28,25,29/E:(3,4)(5,6)(7,8)(9,10)/rA:53cCCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;;s16;s11s16;s13s17;s12;s14;s15s20;s14s18s19;s15s21;d13;d14;d15;s13;s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s16;s16;s17;s17;s18;s19;s20;s20;s21;s21;s22;s24;s28;s29;/rC:-3.7427,-.5756,0;-5.5788,7.0385,0;-3.6405,.4192,0;-2.9357,-1.1663,0;-5.5802,6.0385,0;-4.715,7.5424,0;-2.7219,.8275,0;-2.0172,-.758,0;-4.7089,5.5372,0;-3.8437,7.0411,0;-1.9056,.241,0;-3.8362,6.036,0;2.9108,.2372,0;.4993,2.5426,0;-1.2358,4.5399,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;-2.9694,5.5373,0;-.3675,3.0413,0;-2.1026,5.0386,0;.5008,1.5426,0;-1.2343,3.54,0;3.7208,.8236,0;1.3645,3.0439,0;-.3706,5.0413,0;3.0136,-.7575,0;-1.6039,5.9054,0;-4.1996,-.7787,0;-6.0122,7.2879,0;-4.0452,.7127,0;-2.989,-1.6634,0;-6.0132,5.7885,0;-4.7165,8.0424,0;-2.6708,1.3248,0;-1.6137,-1.0533,0;-4.7096,5.0372,0;-3.4118,7.293,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.5571,1.3845,0;1.5638,1.3845,0;-3.2187,5.1039,0;-2.7201,5.9707,0;-.1182,3.4747,0;-.6169,2.6079,0;-2.352,4.6052,0;-1.6669,3.2893,0;3.47,-.9616,0;-1.1039,5.9062,0;

Duplicates DB02669

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02669.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02669.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02669.sdf

Formula	C₂₂H₂₄N₂O₄S
MW	412.5
InChIKey	ZWDQTNWLXALTOV-ORVKFNBTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.21
logP	2.7894
PSA	125.51
MR	116.758
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-125.03226
PM7_Total_Energy_ev	-4756.97325
PM7_Electronic_Energy_ev	-43306.74763
PM7_Dipole_Debye	2.95819
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.963
PM7_LUMO_Energy_ev	-0.379
PM7_COSMO_Area_square_ang	367.11
PM7_COSMO_Volue_cubic_ang	494.37
PM7_Electron_Affinity_ev	0.379
PM7_Ionization_Energy_ev	8.963
PM7_Energy_Gap_ev	8.584
PM7_Global_Hardness_ev	4.292
PM7_Global_Softness_ev	0.23299161230195714
PM7_Chemical_Potential_ev	-4.671
PM7_Electronigativity_ev	4.671
PM7_Back_Donation_Energy_ev	-1.073
PM7_Electrophilicity_ev	2.5417335740913325
OPENEYE_Name	(2~{S},5~{R})-5-phenyl-1-[2-[[(2~{S})-3-phenyl-2-sulfanyl-propanoyl]amino]acetyl]pyrrolidine-2-carboxylic acid
SMILES	c1ccc(cc1)C2CCC(N2C(=O)CNC(=O)C(Cc3ccccc3)S)C(=O)O
Canonical_SMILES	S[C@H](C(=O)NCC(=O)N1[C@@H](CC[C@@H]1c1ccccc1)C(=O)O)Cc1ccccc1
InChI	1/C22H24N2O4S/c25-20(14-23-21(26)19(29)13-15-7-3-1-4-8-15)24-17(11-12-18(24)22(27)28)16-9-5-2-6-10-16/h1-10,17-19,29H,11-14H2,(H,23,26)(H,27,28)/f/h23,27H
InChI_3D	1S/C22H24N2O4S/c25-20(14-23-21(26)19(29)13-15-7-3-1-4-8-15)24-17(11-12-18(24)22(27)28)16-9-5-2-6-10-16/h1-10,17-19,29H,11-14H2,(H,23,26)(H,27,28)/t17-,18+,19+/m1/s1
AuxInfo	1/1/N:2,1,5,6,3,4,9,10,7,8,16,17,20,21,12,11,18,19,22,14,15,13,24,23,26,27,25,28,29/E:(3,4)(5,6)(7,8)(9,10)(27,28)/F:2,1,5,6,3,4,9,10,7,8,16,17,20,21,12,11,18,19,22,14,15,13,24,23,26,27,28,25,29/E:(3,4)(5,6)(7,8)(9,10)/rA:53cCCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;;;;;s16;s11s16;s13s17;s12;s14;s15s20;s14s18s19;s15s21;d13;d14;d15;s13;s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s16;s16;s17;s17;s18;s19;s20;s20;s21;s21;s22;s24;s28;s29;/rC:-3.7427,-.5756,0;-5.5788,7.0385,0;-3.6405,.4192,0;-2.9357,-1.1663,0;-5.5802,6.0385,0;-4.715,7.5424,0;-2.7219,.8275,0;-2.0172,-.758,0;-4.7089,5.5372,0;-3.8437,7.0411,0;-1.9056,.241,0;-3.8362,6.036,0;2.9108,.2372,0;.4993,2.5426,0;-1.2358,4.5399,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;-2.9694,5.5373,0;-.3675,3.0413,0;-2.1026,5.0386,0;.5008,1.5426,0;-1.2343,3.54,0;3.7208,.8236,0;1.3645,3.0439,0;-.3706,5.0413,0;3.0136,-.7575,0;-1.6039,5.9054,0;-4.1996,-.7787,0;-6.0122,7.2879,0;-4.0452,.7127,0;-2.989,-1.6634,0;-6.0132,5.7885,0;-4.7165,8.0424,0;-2.6708,1.3248,0;-1.6137,-1.0533,0;-4.7096,5.0372,0;-3.4118,7.293,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.5571,1.3845,0;1.5638,1.3845,0;-3.2187,5.1039,0;-2.7201,5.9707,0;-.1182,3.4747,0;-.6169,2.6079,0;-2.352,4.6052,0;-1.6669,3.2893,0;3.47,-.9616,0;-1.1039,5.9062,0;
Duplicates	DB02669
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02669.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02669.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02669.sdf