CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15157_p0 (12273)

Formula C₂₂H₁₉ClF₃NO₅

MW 469.85

InChIKey MRPGRAKIAJJGMM-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.58

logP 4.2613

PSA 94.14

MR 116.838

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -310.00933

PM7_Total_Energy_ev -6285.23228

PM7_Electronic_Energy_ev -51144.61478

PM7_Dipole_Debye 2.61482

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.982

PM7_LUMO_Energy_ev -1.706

PM7_COSMO_Area_square_ang 392.53

PM7_COSMO_Volue_cubic_ang 501.51

PM7_Electron_Affinity_ev 1.706

PM7_Ionization_Energy_ev 8.982

PM7_Energy_Gap_ev 7.276

PM7_Global_Hardness_ev 3.638

PM7_Global_Softness_ev 0.2748763056624519

PM7_Chemical_Potential_ev -5.344

PM7_Electronigativity_ev 5.344

PM7_Back_Donation_Energy_ev -0.9095

PM7_Electrophilicity_ev 3.925004947773502

OPENEYE_Name 2-[2-chloro-4-(trifluoromethyl)phenyl]-5,7-dihydroxy-8-[(1~{S},2~{R},3~{S})-2-(hydroxymethyl)-1-methyl-pyrrolidin-3-yl]chromen-4-one

SMILES c1cc(cc(c1c2cc(=O)c3c(o2)c(c(cc3O)O)C4CCN(C4CO)C)Cl)C(F)(F)F

Canonical_SMILES OC[C@@H]1N(C)CC[C@H]1c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1Cl)C(F)(F)F)O

InChI 1/C22H19ClF3NO5/c1-27-5-4-12(14(27)9-28)19-15(29)7-16(30)20-17(31)8-18(32-21(19)20)11-3-2-10(6-13(11)23)22(24,25)26/h2-3,6-8,12,14,28-30H,4-5,9H2,1H3

InChI_3D 1S/C22H19ClF3NO5/c1-27-5-4-12(14(27)9-28)19-15(29)7-16(30)20-17(31)8-18(32-21(19)20)11-3-2-10(6-13(11)23)22(24,25)26/h2-3,6-8,12,14,28-30H,4-5,9H2,1H3/t12-,14+/m1/s1

AuxInfo 1/0/N:20,2,1,16,17,3,4,13,21,8,5,18,12,19,11,10,15,14,7,6,9,22,32,29,30,31,23,28,27,26,24,25/E:(24,25,26)/rA:51cCCCCCCCCCCCCCCCCCCCCCCNOOOOOFFFClHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;;;s2d3;d6s7;d4s6;s4d7;s3d5;;s5d13;s6s13;;s16;s7s16;s18;;s19;s8;s17s19s20;d15;s9s14;s10;s11;s21;s22;s22;s22;s12;s1;s2;s3;s4;s13;s16;s16;s17;s17;s18;s19;s20;s20;s20;s21;s21;s26;s27;s28;/rC:-2.5354,-.3881,0;-3.3455,.1983,0;-4.3668,-1.2044,0;1.5215,-3.3368,0;-2.6415,-1.3876,0;-.2051,-3.1558,0;.8172,-1.7403,0;-4.2607,-.2049,0;-.1008,-2.1543,0;.606,-3.7408,0;1.627,-2.3367,0;-3.5578,-1.8009,0;-1.9358,-2.9755,0;-1.8314,-1.9739,0;-1.1196,-3.564,0;;-.3065,.9518,0;1.0015,0,0;1.3133,.9518,0;.4981,3.2926,0;1.8142,1.8173,0;-5.0682,.385,0;.5008,1.5426,0;-1.2218,-4.5588,0;-.9107,-1.5608,0;.5015,-4.7353,0;2.542,-1.9331,0;2.3151,2.6828,0;-5.658,-.4226,0;-4.4784,1.1925,0;-5.8757,.9748,0;-3.6634,-2.7953,0;-2.0787,-.1845,0;-3.2927,.6955,0;-4.8244,-1.406,0;1.9254,-3.6315,0;-2.3921,-3.1799,0;.0518,-.4973,0;-.4893,-.1031,0;-.7634,.7487,0;-.5571,1.3845,0;1.4904,-.1047,0;1.7697,.7476,0;-.0019,3.2918,0;.9981,3.2934,0;.4974,3.7926,0;1.3815,2.0678,0;2.247,1.5668,0;.0448,-4.9387,0;2.9455,-2.2284,0;2.0656,3.1161,0;

Duplicates DB15157_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15157_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15157_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15157_p0.sdf

Formula	C₂₂H₁₉ClF₃NO₅
MW	469.85
InChIKey	MRPGRAKIAJJGMM-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.58
logP	4.2613
PSA	94.14
MR	116.838
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-310.00933
PM7_Total_Energy_ev	-6285.23228
PM7_Electronic_Energy_ev	-51144.61478
PM7_Dipole_Debye	2.61482
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.982
PM7_LUMO_Energy_ev	-1.706
PM7_COSMO_Area_square_ang	392.53
PM7_COSMO_Volue_cubic_ang	501.51
PM7_Electron_Affinity_ev	1.706
PM7_Ionization_Energy_ev	8.982
PM7_Energy_Gap_ev	7.276
PM7_Global_Hardness_ev	3.638
PM7_Global_Softness_ev	0.2748763056624519
PM7_Chemical_Potential_ev	-5.344
PM7_Electronigativity_ev	5.344
PM7_Back_Donation_Energy_ev	-0.9095
PM7_Electrophilicity_ev	3.925004947773502
OPENEYE_Name	2-[2-chloro-4-(trifluoromethyl)phenyl]-5,7-dihydroxy-8-[(1~{S},2~{R},3~{S})-2-(hydroxymethyl)-1-methyl-pyrrolidin-3-yl]chromen-4-one
SMILES	c1cc(cc(c1c2cc(=O)c3c(o2)c(c(cc3O)O)C4CCN(C4CO)C)Cl)C(F)(F)F
Canonical_SMILES	OC[C@@H]1N(C)CC[C@H]1c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1Cl)C(F)(F)F)O
InChI	1/C22H19ClF3NO5/c1-27-5-4-12(14(27)9-28)19-15(29)7-16(30)20-17(31)8-18(32-21(19)20)11-3-2-10(6-13(11)23)22(24,25)26/h2-3,6-8,12,14,28-30H,4-5,9H2,1H3
InChI_3D	1S/C22H19ClF3NO5/c1-27-5-4-12(14(27)9-28)19-15(29)7-16(30)20-17(31)8-18(32-21(19)20)11-3-2-10(6-13(11)23)22(24,25)26/h2-3,6-8,12,14,28-30H,4-5,9H2,1H3/t12-,14+/m1/s1
AuxInfo	1/0/N:20,2,1,16,17,3,4,13,21,8,5,18,12,19,11,10,15,14,7,6,9,22,32,29,30,31,23,28,27,26,24,25/E:(24,25,26)/rA:51cCCCCCCCCCCCCCCCCCCCCCCNOOOOOFFFClHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;;;s2d3;d6s7;d4s6;s4d7;s3d5;;s5d13;s6s13;;s16;s7s16;s18;;s19;s8;s17s19s20;d15;s9s14;s10;s11;s21;s22;s22;s22;s12;s1;s2;s3;s4;s13;s16;s16;s17;s17;s18;s19;s20;s20;s20;s21;s21;s26;s27;s28;/rC:-2.5354,-.3881,0;-3.3455,.1983,0;-4.3668,-1.2044,0;1.5215,-3.3368,0;-2.6415,-1.3876,0;-.2051,-3.1558,0;.8172,-1.7403,0;-4.2607,-.2049,0;-.1008,-2.1543,0;.606,-3.7408,0;1.627,-2.3367,0;-3.5578,-1.8009,0;-1.9358,-2.9755,0;-1.8314,-1.9739,0;-1.1196,-3.564,0;;-.3065,.9518,0;1.0015,0,0;1.3133,.9518,0;.4981,3.2926,0;1.8142,1.8173,0;-5.0682,.385,0;.5008,1.5426,0;-1.2218,-4.5588,0;-.9107,-1.5608,0;.5015,-4.7353,0;2.542,-1.9331,0;2.3151,2.6828,0;-5.658,-.4226,0;-4.4784,1.1925,0;-5.8757,.9748,0;-3.6634,-2.7953,0;-2.0787,-.1845,0;-3.2927,.6955,0;-4.8244,-1.406,0;1.9254,-3.6315,0;-2.3921,-3.1799,0;.0518,-.4973,0;-.4893,-.1031,0;-.7634,.7487,0;-.5571,1.3845,0;1.4904,-.1047,0;1.7697,.7476,0;-.0019,3.2918,0;.9981,3.2934,0;.4974,3.7926,0;1.3815,2.0678,0;2.247,1.5668,0;.0448,-4.9387,0;2.9455,-2.2284,0;2.0656,3.1161,0;
Duplicates	DB15157_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15157_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15157_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15157_p0.sdf