CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14949 (12140)

Formula C₂₁H₂₅N₃O₃

MW 367.45

InChIKey YXFNPRHZMOGREC-JEXGTGQVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.26

logP 4.3081

PSA 106.17

MR 103.768

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -106.89933

PM7_Total_Energy_ev -4362.76401

PM7_Electronic_Energy_ev -34275.14562

PM7_Dipole_Debye 5.13698

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.552

PM7_LUMO_Energy_ev -0.987

PM7_COSMO_Area_square_ang 394.85

PM7_COSMO_Volue_cubic_ang 448.44

PM7_Electron_Affinity_ev 0.987

PM7_Ionization_Energy_ev 9.552

PM7_Energy_Gap_ev 8.565

PM7_Global_Hardness_ev 4.2825

PM7_Global_Softness_ev 0.23350846468184472

PM7_Chemical_Potential_ev -5.2695

PM7_Electronigativity_ev 5.2695

PM7_Back_Donation_Energy_ev -1.070625

PM7_Electrophilicity_ev 3.241988353765324

OPENEYE_Name 2-[4-[4-(6-carbamoyl-3,5-dimethyl-pyrazin-2-yl)phenyl]cyclohexyl]acetic acid

SMILES c1cc(ccc1c2c(nc(c(n2)C(=O)N)C)C)C3CCC(CC3)CC(=O)O

Canonical_SMILES OC(=O)C[C@@H]1CC[C@H](CC1)c1ccc(cc1)c1nc(C(=O)N)c(nc1C)C

InChI 1/C21H25N3O3/c1-12-19(24-20(21(22)27)13(2)23-12)17-9-7-16(8-10-17)15-5-3-14(4-6-15)11-18(25)26/h7-10,14-15H,3-6,11H2,1-2H3,(H2,22,27)(H,25,26)/f/h25H,22H2

InChI_3D 1S/C21H25N3O3/c1-12-19(24-20(21(22)27)13(2)23-12)17-9-7-16(8-10-17)15-5-3-14(4-6-15)11-18(25)26/h7-10,14-15H,3-6,11H2,1-2H3,(H2,22,27)(H,25,26)/t14-,15-

AuxInfo 1/1/N:19,20,15,16,13,14,3,4,1,2,21,9,10,18,17,6,5,12,7,8,11,24,23,22,26,27,25/E:(3,4)(5,6)(7,8)(9,10)(25,26)/F:19,20,15,16,13,14,3,4,1,2,21,9,10,18,17,6,5,12,7,8,11,24,23,22,27,26,25/E:(3,4)(5,6)(7,8)(9,10)/rA:52nCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;s5;;d7;s8;s8;;;;s13;s14;s6s13s14;s15s16;s9;s10;s12s18;s7d8;s9d10;s11;d11;d12;s12;s1;s2;s3;s4;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s24;s24;s27;/rC:-1.51,-1.8771,0;-2.3796,-.3758,0;-2.3799,-2.3809,0;-3.2495,-.8796,0;-1.5143,-.8771,0;-3.254,-1.8847,0;;1.7348,0,0;0,1.0051,0;1.7348,1.0051,0;2.6001,-.5012,0;-9.1246,-3.8026,0;-5.4071,-3.5312,0;-5.1098,-1.8219,0;-6.3974,-3.359,0;-6.1002,-1.6497,0;-4.7683,-2.7618,0;-6.749,-2.4173,0;-.8675,1.5026,0;2.6023,1.5026,0;-8.2608,-3.2989,0;.8674,-.4976,0;.8674,1.5126,0;2.5987,-1.5012,0;3.4668,-.0024,0;-9.9928,-3.3064,0;-9.1203,-4.8026,0;-1.0763,-2.1259,0;-2.3796,.1242,0;-2.3777,-2.8809,0;-3.6821,-.6289,0;-4.973,-3.7794,0;-5.5766,-4.0016,0;-5.1105,-1.3219,0;-4.6175,-1.7349,0;-6.3953,-3.859,0;-6.8893,-3.4489,0;-6.5328,-1.399,0;-5.9293,-1.1797,0;-4.4457,-3.1437,0;-7.0705,-2.0344,0;-1.1162,1.0689,0;-.6187,1.9363,0;-1.3012,1.7513,0;2.3535,1.9363,0;3.036,1.7513,0;2.851,1.0689,0;-8.5126,-2.867,0;-8.0089,-3.7308,0;2.1654,-1.7506,0;3.0314,-1.7518,0;-9.5522,-5.0545,0;

Duplicates DB14949

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14949.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14949.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14949.sdf

Formula	C₂₁H₂₅N₃O₃
MW	367.45
InChIKey	YXFNPRHZMOGREC-JEXGTGQVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.26
logP	4.3081
PSA	106.17
MR	103.768
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-106.89933
PM7_Total_Energy_ev	-4362.76401
PM7_Electronic_Energy_ev	-34275.14562
PM7_Dipole_Debye	5.13698
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.552
PM7_LUMO_Energy_ev	-0.987
PM7_COSMO_Area_square_ang	394.85
PM7_COSMO_Volue_cubic_ang	448.44
PM7_Electron_Affinity_ev	0.987
PM7_Ionization_Energy_ev	9.552
PM7_Energy_Gap_ev	8.565
PM7_Global_Hardness_ev	4.2825
PM7_Global_Softness_ev	0.23350846468184472
PM7_Chemical_Potential_ev	-5.2695
PM7_Electronigativity_ev	5.2695
PM7_Back_Donation_Energy_ev	-1.070625
PM7_Electrophilicity_ev	3.241988353765324
OPENEYE_Name	2-[4-[4-(6-carbamoyl-3,5-dimethyl-pyrazin-2-yl)phenyl]cyclohexyl]acetic acid
SMILES	c1cc(ccc1c2c(nc(c(n2)C(=O)N)C)C)C3CCC(CC3)CC(=O)O
Canonical_SMILES	OC(=O)C[C@@H]1CC[C@H](CC1)c1ccc(cc1)c1nc(C(=O)N)c(nc1C)C
InChI	1/C21H25N3O3/c1-12-19(24-20(21(22)27)13(2)23-12)17-9-7-16(8-10-17)15-5-3-14(4-6-15)11-18(25)26/h7-10,14-15H,3-6,11H2,1-2H3,(H2,22,27)(H,25,26)/f/h25H,22H2
InChI_3D	1S/C21H25N3O3/c1-12-19(24-20(21(22)27)13(2)23-12)17-9-7-16(8-10-17)15-5-3-14(4-6-15)11-18(25)26/h7-10,14-15H,3-6,11H2,1-2H3,(H2,22,27)(H,25,26)/t14-,15-
AuxInfo	1/1/N:19,20,15,16,13,14,3,4,1,2,21,9,10,18,17,6,5,12,7,8,11,24,23,22,26,27,25/E:(3,4)(5,6)(7,8)(9,10)(25,26)/F:19,20,15,16,13,14,3,4,1,2,21,9,10,18,17,6,5,12,7,8,11,24,23,22,27,26,25/E:(3,4)(5,6)(7,8)(9,10)/rA:52nCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;s5;;d7;s8;s8;;;;s13;s14;s6s13s14;s15s16;s9;s10;s12s18;s7d8;s9d10;s11;d11;d12;s12;s1;s2;s3;s4;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s24;s24;s27;/rC:-1.51,-1.8771,0;-2.3796,-.3758,0;-2.3799,-2.3809,0;-3.2495,-.8796,0;-1.5143,-.8771,0;-3.254,-1.8847,0;;1.7348,0,0;0,1.0051,0;1.7348,1.0051,0;2.6001,-.5012,0;-9.1246,-3.8026,0;-5.4071,-3.5312,0;-5.1098,-1.8219,0;-6.3974,-3.359,0;-6.1002,-1.6497,0;-4.7683,-2.7618,0;-6.749,-2.4173,0;-.8675,1.5026,0;2.6023,1.5026,0;-8.2608,-3.2989,0;.8674,-.4976,0;.8674,1.5126,0;2.5987,-1.5012,0;3.4668,-.0024,0;-9.9928,-3.3064,0;-9.1203,-4.8026,0;-1.0763,-2.1259,0;-2.3796,.1242,0;-2.3777,-2.8809,0;-3.6821,-.6289,0;-4.973,-3.7794,0;-5.5766,-4.0016,0;-5.1105,-1.3219,0;-4.6175,-1.7349,0;-6.3953,-3.859,0;-6.8893,-3.4489,0;-6.5328,-1.399,0;-5.9293,-1.1797,0;-4.4457,-3.1437,0;-7.0705,-2.0344,0;-1.1162,1.0689,0;-.6187,1.9363,0;-1.3012,1.7513,0;2.3535,1.9363,0;3.036,1.7513,0;2.851,1.0689,0;-8.5126,-2.867,0;-8.0089,-3.7308,0;2.1654,-1.7506,0;3.0314,-1.7518,0;-9.5522,-5.0545,0;
Duplicates	DB14949
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14949.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14949.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14949.sdf