CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01268_p0_t0 (1494)

Formula C₂₂H₂₇FN₄O₂

MW 398.48

InChIKey WINHZLLDWRZWRT-PWIKPTQSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 58

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.98

logP 3.8638

PSA 77.23

MR 116.307

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -85.50517

PM7_Total_Energy_ev -4868.04348

PM7_Electronic_Energy_ev -39033.09224

PM7_Dipole_Debye 3.33694

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.675

PM7_LUMO_Energy_ev -1.393

PM7_COSMO_Area_square_ang 433.1

PM7_COSMO_Volue_cubic_ang 484.54

PM7_Electron_Affinity_ev 1.393

PM7_Ionization_Energy_ev 8.675

PM7_Energy_Gap_ev 7.282

PM7_Global_Hardness_ev 3.641

PM7_Global_Softness_ev 0.274649821477616

PM7_Chemical_Potential_ev -5.034

PM7_Electronigativity_ev 5.034

PM7_Back_Donation_Energy_ev -0.91025

PM7_Electrophilicity_ev 3.479971985718209

OPENEYE_Name ~{N}-[2-(diethylamino)ethyl]-5-[(~{Z})-(5-fluoro-2-oxo-indolin-3-ylidene)methyl]-2,4-dimethyl-1~{H}-pyrrole-3-carboxamide

SMILES c1cc(cc2c1NC(=O)C2=Cc3c(c(c([nH]3)C)C(=O)NCCN(CC)CC)C)F

Canonical_SMILES CCN(CCNC(=O)c1c(C)[nH]c(c1C)/C=C/1C(=O)Nc2c1cc(F)cc2)CC

InChI 1/C22H27FN4O2/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28)/f/h24,26H

InChI_3D 1S/C22H27FN4O2/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28)/b17-12-

AuxInfo 1/1/N:17,18,15,16,19,20,2,1,21,22,3,13,6,10,8,4,11,7,9,5,12,14,29,25,23,24,26,27,28/E:(1,2)(5,6)/F:m/E:m/rA:56nCCCCCCCCCCCCCCCCCCCCCCNNNNOOFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;;s5;s1d4;s2d3;d6;d5;s4;s11;s9w11;s5;s6;s10;;;s17;s18;;s21;s9s10;s7s12;s14s21;s19s20s22;d12;d14;s8;s1;s2;s3;s13;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;/rC:.868,1.5138,0;0,1.0058,0;.868,-.4978,0;1.736,-.0012,0;1.1723,-4.0458,0;2.0389,-3.5439,0;1.736,1.0058,0;;1.8317,-2.564,0;.43,-3.3758,0;2.6938,-.3125,0;3.2858,.5023,0;3.0028,-1.2636,0;.9894,-5.7863,0;2.9525,-3.9505,0;-.5477,-3.5855,0;-2.0646,-9.9902,0;1.3805,-10.3521,0;-1.1511,-9.5834,0;.5715,-9.7644,0;-.0286,-7.1876,0;-.1331,-8.1821,0;.8325,-2.46,0;2.6938,1.3169,0;.0759,-6.193,0;-.2376,-9.1766,0;4.2858,.5024,0;1.7985,-6.374,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;3.4918,-1.3676,0;2.7492,-4.4073,0;3.1558,-3.4937,0;3.4093,-4.1538,0;-.4429,-4.0743,0;-.6526,-3.0966,0;-1.0366,-3.6903,0;-2.268,-9.5334,0;-1.8612,-10.4469,0;-2.5214,-10.1936,0;1.0866,-10.7566,0;1.6744,-9.9476,0;1.785,-10.646,0;-.9477,-10.0402,0;-1.3545,-9.1266,0;.8654,-9.3598,0;.2776,-10.1689,0;.4687,-7.2398,0;-.5259,-7.1353,0;-.6303,-8.1298,0;.3642,-8.2343,0;.5813,-2.0277,0;2.8483,1.7924,0;-.3286,-5.8992,0;

Duplicates DB01268_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01268_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01268_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01268_p0_t0.sdf

Formula	C₂₂H₂₇FN₄O₂
MW	398.48
InChIKey	WINHZLLDWRZWRT-PWIKPTQSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	58
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.98
logP	3.8638
PSA	77.23
MR	116.307
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-85.50517
PM7_Total_Energy_ev	-4868.04348
PM7_Electronic_Energy_ev	-39033.09224
PM7_Dipole_Debye	3.33694
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.675
PM7_LUMO_Energy_ev	-1.393
PM7_COSMO_Area_square_ang	433.1
PM7_COSMO_Volue_cubic_ang	484.54
PM7_Electron_Affinity_ev	1.393
PM7_Ionization_Energy_ev	8.675
PM7_Energy_Gap_ev	7.282
PM7_Global_Hardness_ev	3.641
PM7_Global_Softness_ev	0.274649821477616
PM7_Chemical_Potential_ev	-5.034
PM7_Electronigativity_ev	5.034
PM7_Back_Donation_Energy_ev	-0.91025
PM7_Electrophilicity_ev	3.479971985718209
OPENEYE_Name	~{N}-[2-(diethylamino)ethyl]-5-[(~{Z})-(5-fluoro-2-oxo-indolin-3-ylidene)methyl]-2,4-dimethyl-1~{H}-pyrrole-3-carboxamide
SMILES	c1cc(cc2c1NC(=O)C2=Cc3c(c(c([nH]3)C)C(=O)NCCN(CC)CC)C)F
Canonical_SMILES	CCN(CCNC(=O)c1c(C)[nH]c(c1C)/C=C/1C(=O)Nc2c1cc(F)cc2)CC
InChI	1/C22H27FN4O2/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28)/f/h24,26H
InChI_3D	1S/C22H27FN4O2/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28)/b17-12-
AuxInfo	1/1/N:17,18,15,16,19,20,2,1,21,22,3,13,6,10,8,4,11,7,9,5,12,14,29,25,23,24,26,27,28/E:(1,2)(5,6)/F:m/E:m/rA:56nCCCCCCCCCCCCCCCCCCCCCCNNNNOOFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;;s5;s1d4;s2d3;d6;d5;s4;s11;s9w11;s5;s6;s10;;;s17;s18;;s21;s9s10;s7s12;s14s21;s19s20s22;d12;d14;s8;s1;s2;s3;s13;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;/rC:.868,1.5138,0;0,1.0058,0;.868,-.4978,0;1.736,-.0012,0;1.1723,-4.0458,0;2.0389,-3.5439,0;1.736,1.0058,0;;1.8317,-2.564,0;.43,-3.3758,0;2.6938,-.3125,0;3.2858,.5023,0;3.0028,-1.2636,0;.9894,-5.7863,0;2.9525,-3.9505,0;-.5477,-3.5855,0;-2.0646,-9.9902,0;1.3805,-10.3521,0;-1.1511,-9.5834,0;.5715,-9.7644,0;-.0286,-7.1876,0;-.1331,-8.1821,0;.8325,-2.46,0;2.6938,1.3169,0;.0759,-6.193,0;-.2376,-9.1766,0;4.2858,.5024,0;1.7985,-6.374,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;3.4918,-1.3676,0;2.7492,-4.4073,0;3.1558,-3.4937,0;3.4093,-4.1538,0;-.4429,-4.0743,0;-.6526,-3.0966,0;-1.0366,-3.6903,0;-2.268,-9.5334,0;-1.8612,-10.4469,0;-2.5214,-10.1936,0;1.0866,-10.7566,0;1.6744,-9.9476,0;1.785,-10.646,0;-.9477,-10.0402,0;-1.3545,-9.1266,0;.8654,-9.3598,0;.2776,-10.1689,0;.4687,-7.2398,0;-.5259,-7.1353,0;-.6303,-8.1298,0;.3642,-8.2343,0;.5813,-2.0277,0;2.8483,1.7924,0;-.3286,-5.8992,0;
Duplicates	DB01268_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01268_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01268_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001250-0000001499/DB01268_p0_t0.sdf