CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02449 (2721)

Formula C₂₈H₂₉N₃O₄S

MW 503.61

InChIKey ULOTXPTWJAUGGE-OKPOJWAQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 69

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 1

XLogP3 0

XLogP 1.63

logP 6.0628

PSA 110.88

MR 144.003

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -79.60792

PM7_Total_Energy_ev -5746.65542

PM7_Electronic_Energy_ev -55854.51671

PM7_Dipole_Debye 8.80607

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.529

PM7_LUMO_Energy_ev -0.237

PM7_COSMO_Area_square_ang 455.66

PM7_COSMO_Volue_cubic_ang 606.96

PM7_Electron_Affinity_ev 0.237

PM7_Ionization_Energy_ev 8.529

PM7_Energy_Gap_ev 8.292

PM7_Global_Hardness_ev 4.146

PM7_Global_Softness_ev 0.241196333815726

PM7_Chemical_Potential_ev -4.383

PM7_Electronigativity_ev 4.383

PM7_Back_Donation_Energy_ev -1.0365

PM7_Electrophilicity_ev 2.316773878437048

OPENEYE_Name (2~{S})-3-(1~{H}-indol-3-yl)-2-[[4-(4-phenyl-1-piperidyl)phenyl]sulfonylamino]propanoic acid

SMILES c1ccc(cc1)C2CCN(CC2)c3ccc(cc3)S(=O)(=O)NC(C(=O)O)Cc4c[nH]c5c4cccc5

Canonical_SMILES OC(=O)[C@@H](NS(=O)(=O)c1ccc(cc1)N1CC[C@H](CC1)c1ccccc1)Cc1c[nH]c2c1cccc2

InChI 1/C28H29N3O4S/c32-28(33)27(18-22-19-29-26-9-5-4-8-25(22)26)30-36(34,35)24-12-10-23(11-13-24)31-16-14-21(15-17-31)20-6-2-1-3-7-20/h1-13,19,21,27,29-30H,14-18H2,(H,32,33)/f/h32H

InChI_3D 1S/C28H29N3O4S/c32-28(33)27(18-22-19-29-26-9-5-4-8-25(22)26)30-36(34,35)24-12-10-23(11-13-24)31-16-14-21(15-17-31)20-6-2-1-3-7-20/h1-13,19,21,27,29-30H,14-18H2,(H,32,33)/t27-/m0/s1

AuxInfo 1/1/N:1,3,4,2,5,7,8,6,9,10,11,12,13,22,23,24,25,27,14,16,26,17,19,20,15,18,28,21,29,31,30,32,35,33,34,36/E:(2,3)(6,7)(10,11)(12,13)(14,15)(16,17)(32,33)(34,35)/F:1,3,4,2,5,7,8,6,9,10,11,12,13,22,23,24,25,27,14,16,26,17,19,20,15,18,28,21,29,31,30,35,32,33,34,36/E:(2,3)(6,7)(10,11)(12,13)(14,15)(16,17)(34,35)/CRV:36.6/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;;;d10;s11;;d6;d7s8;d14s15;d9s15;s10d11;s12d13;;;;s22;s23;s16s22s23;s17;s21s27;s14s18;s19s24s25;s28;d21;;;s21;s20s31d33d34;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s22;s22;s23;s23;s24;s24;s25;s25;s26;s27;s27;s28;s29;s31;s35;/rC:13.81,-2.8637,0;;13.777,-3.8632,0;12.9641,-2.3305,0;0,1.0058,0;.868,-.4978,0;12.889,-4.3342,0;12.076,-2.8015,0;.868,1.5138,0;6.8764,-4.7448,0;7.2372,-3.0477,0;5.8932,-4.5358,0;6.254,-2.8387,0;3.2858,.5023,0;1.736,-.0012,0;12.034,-3.8058,0;2.6938,-.3125,0;1.736,1.0058,0;7.5434,-3.9997,0;5.577,-3.5816,0;2.3607,-2.5236,0;9.821,-5.3708,0;10.1818,-3.6738,0;8.8378,-5.1618,0;9.1986,-3.4647,0;10.488,-4.6258,0;3.0028,-1.2636,0;3.3117,-2.2146,0;2.6938,1.3169,0;8.5216,-4.2077,0;3.6207,-3.1657,0;1.6176,-1.8544,0;4.3909,-4.3518,0;4.8068,-2.3955,0;2.1527,-3.5018,0;4.5988,-3.3737,0;14.2518,-2.6294,0;-.4327,-.2506,0;14.2012,-4.128,0;12.9827,-1.8308,0;-.4337,1.2545,0;.8677,-.9978,0;12.8725,-4.834,0;11.6531,-2.5348,0;.868,2.0138,0;7.0316,-5.2201,0;7.5723,-2.6767,0;5.5597,-4.9083,0;6.1009,-2.3627,0;3.7858,.5023,0;10.2455,-5.635,0;9.6341,-5.8346,0;10.1998,-3.1741,0;10.6771,-3.6052,0;8.8213,-5.6615,0;8.3429,-5.2333,0;8.7756,-3.1981,0;9.3868,-3.0015,0;10.7962,-5.0195,0;3.4783,-1.1091,0;2.5272,-1.4181,0;3.7873,-2.0602,0;2.8483,1.7924,0;3.2861,-3.5373,0;1.6772,-3.6562,0;

Duplicates DB02449

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02449.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02449.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02449.sdf

Formula	C₂₈H₂₉N₃O₄S
MW	503.61
InChIKey	ULOTXPTWJAUGGE-OKPOJWAQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	69
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	1
XLogP3	0
XLogP	1.63
logP	6.0628
PSA	110.88
MR	144.003
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-79.60792
PM7_Total_Energy_ev	-5746.65542
PM7_Electronic_Energy_ev	-55854.51671
PM7_Dipole_Debye	8.80607
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.529
PM7_LUMO_Energy_ev	-0.237
PM7_COSMO_Area_square_ang	455.66
PM7_COSMO_Volue_cubic_ang	606.96
PM7_Electron_Affinity_ev	0.237
PM7_Ionization_Energy_ev	8.529
PM7_Energy_Gap_ev	8.292
PM7_Global_Hardness_ev	4.146
PM7_Global_Softness_ev	0.241196333815726
PM7_Chemical_Potential_ev	-4.383
PM7_Electronigativity_ev	4.383
PM7_Back_Donation_Energy_ev	-1.0365
PM7_Electrophilicity_ev	2.316773878437048
OPENEYE_Name	(2~{S})-3-(1~{H}-indol-3-yl)-2-[[4-(4-phenyl-1-piperidyl)phenyl]sulfonylamino]propanoic acid
SMILES	c1ccc(cc1)C2CCN(CC2)c3ccc(cc3)S(=O)(=O)NC(C(=O)O)Cc4c[nH]c5c4cccc5
Canonical_SMILES	OC(=O)[C@@H](NS(=O)(=O)c1ccc(cc1)N1CC[C@H](CC1)c1ccccc1)Cc1c[nH]c2c1cccc2
InChI	1/C28H29N3O4S/c32-28(33)27(18-22-19-29-26-9-5-4-8-25(22)26)30-36(34,35)24-12-10-23(11-13-24)31-16-14-21(15-17-31)20-6-2-1-3-7-20/h1-13,19,21,27,29-30H,14-18H2,(H,32,33)/f/h32H
InChI_3D	1S/C28H29N3O4S/c32-28(33)27(18-22-19-29-26-9-5-4-8-25(22)26)30-36(34,35)24-12-10-23(11-13-24)31-16-14-21(15-17-31)20-6-2-1-3-7-20/h1-13,19,21,27,29-30H,14-18H2,(H,32,33)/t27-/m0/s1
AuxInfo	1/1/N:1,3,4,2,5,7,8,6,9,10,11,12,13,22,23,24,25,27,14,16,26,17,19,20,15,18,28,21,29,31,30,32,35,33,34,36/E:(2,3)(6,7)(10,11)(12,13)(14,15)(16,17)(32,33)(34,35)/F:1,3,4,2,5,7,8,6,9,10,11,12,13,22,23,24,25,27,14,16,26,17,19,20,15,18,28,21,29,31,30,35,32,33,34,36/E:(2,3)(6,7)(10,11)(12,13)(14,15)(16,17)(34,35)/CRV:36.6/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;;;d10;s11;;d6;d7s8;d14s15;d9s15;s10d11;s12d13;;;;s22;s23;s16s22s23;s17;s21s27;s14s18;s19s24s25;s28;d21;;;s21;s20s31d33d34;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s22;s22;s23;s23;s24;s24;s25;s25;s26;s27;s27;s28;s29;s31;s35;/rC:13.81,-2.8637,0;;13.777,-3.8632,0;12.9641,-2.3305,0;0,1.0058,0;.868,-.4978,0;12.889,-4.3342,0;12.076,-2.8015,0;.868,1.5138,0;6.8764,-4.7448,0;7.2372,-3.0477,0;5.8932,-4.5358,0;6.254,-2.8387,0;3.2858,.5023,0;1.736,-.0012,0;12.034,-3.8058,0;2.6938,-.3125,0;1.736,1.0058,0;7.5434,-3.9997,0;5.577,-3.5816,0;2.3607,-2.5236,0;9.821,-5.3708,0;10.1818,-3.6738,0;8.8378,-5.1618,0;9.1986,-3.4647,0;10.488,-4.6258,0;3.0028,-1.2636,0;3.3117,-2.2146,0;2.6938,1.3169,0;8.5216,-4.2077,0;3.6207,-3.1657,0;1.6176,-1.8544,0;4.3909,-4.3518,0;4.8068,-2.3955,0;2.1527,-3.5018,0;4.5988,-3.3737,0;14.2518,-2.6294,0;-.4327,-.2506,0;14.2012,-4.128,0;12.9827,-1.8308,0;-.4337,1.2545,0;.8677,-.9978,0;12.8725,-4.834,0;11.6531,-2.5348,0;.868,2.0138,0;7.0316,-5.2201,0;7.5723,-2.6767,0;5.5597,-4.9083,0;6.1009,-2.3627,0;3.7858,.5023,0;10.2455,-5.635,0;9.6341,-5.8346,0;10.1998,-3.1741,0;10.6771,-3.6052,0;8.8213,-5.6615,0;8.3429,-5.2333,0;8.7756,-3.1981,0;9.3868,-3.0015,0;10.7962,-5.0195,0;3.4783,-1.1091,0;2.5272,-1.4181,0;3.7873,-2.0602,0;2.8483,1.7924,0;3.2861,-3.5373,0;1.6772,-3.6562,0;
Duplicates	DB02449
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02449.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02449.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/DB02449.sdf