CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04806 (5136)

Formula C₁₄H₁₅BrClNO₆

MW 408.63

InChIKey OPIFSICVWOWJMJ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 38

Number_Heavy_Atoms 23

Number_Rings 3

Number_Bonds 40

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 7

HB_Donor 5

HB_Acceptor 4

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.16

logP 0.7625

PSA 115.17

MR 85.1539

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -207.54879

PM7_Total_Energy_ev -4368.50766

PM7_Electronic_Energy_ev -31762.53836

PM7_Dipole_Debye 5.30997

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.844

PM7_LUMO_Energy_ev -0.905

PM7_COSMO_Area_square_ang 325.08

PM7_COSMO_Volue_cubic_ang 382.28

PM7_Electron_Affinity_ev 0.905

PM7_Ionization_Energy_ev 8.844

PM7_Energy_Gap_ev 7.939

PM7_Global_Hardness_ev 3.9695

PM7_Global_Softness_ev 0.25192089683839275

PM7_Chemical_Potential_ev -4.8745

PM7_Electronigativity_ev 4.8745

PM7_Back_Donation_Energy_ev -0.992375

PM7_Electrophilicity_ev 2.9929147562665324

OPENEYE_Name (2~{R},3~{S},4~{S},5~{S},6~{R})-2-[(5-bromo-4-chloro-1~{H}-indol-3-yl)oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

SMILES c1cc(c(c2c1[nH]cc2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br

Canonical_SMILES OC[C@H]1O[C@H](Oc2c[nH]c3c2c(Cl)c(cc3)Br)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2

InChI_3D 1S/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2/t8-,11-,12+,13+,14+/m1/s1

AuxInfo 1/0/N:2,1,3,14,8,5,6,12,4,7,10,9,11,13,23,22,15,20,18,17,19,21,16/rA:38cCCCCCCCCCCCCCCNOOOOOOClBrHHHHHHHHHHHHHHH/rB:d1;;;s1d4;d3s4;s4;s2d7;;s9;s9;s10;s11;s12;s3s5;s12s13;s9;s10;s11;s14;s6s13;s7;s8;s1;s2;s3;s9;s10;s11;s12;s13;s14;s14;s15;s17;s18;s19;s20;/rC:.868,1.5138,0;0,1.0058,0;3.2858,.5023,0;1.736,-.0012,0;1.736,1.0058,0;2.6938,-.3125,0;.868,-.4978,0;;5.5922,-2.1152,0;5.2239,-3.0449,0;4.9758,-1.3278,0;4.229,-3.1887,0;3.9809,-1.4715,0;2.6904,-4.0223,0;2.6938,1.3169,0;3.6025,-2.4027,0;6.7594,-.8113,0;6.9378,-3.3988,0;4.664,-.3776,0;1.8111,-4.4987,0;3.0028,-1.2636,0;.8675,-1.4978,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;3.7858,.5023,0;6.0175,-2.3781,0;5.2089,-3.5447,0;5.4168,-1.0922,0;4.3863,-3.6633,0;3.9974,-.9718,0;2.9285,-4.462,0;2.4522,-3.5827,0;2.8483,1.7924,0;7.2488,-.9138,0;7.095,-3.8734,0;4.9975,-.0051,0;1.7976,-4.9985,0;

Duplicates DB04806

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04806.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04806.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04806.sdf

Formula	C₁₄H₁₅BrClNO₆
MW	408.63
InChIKey	OPIFSICVWOWJMJ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	38
Number_Heavy_Atoms	23
Number_Rings	3
Number_Bonds	40
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	7
HB_Donor	5
HB_Acceptor	4
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.16
logP	0.7625
PSA	115.17
MR	85.1539
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-207.54879
PM7_Total_Energy_ev	-4368.50766
PM7_Electronic_Energy_ev	-31762.53836
PM7_Dipole_Debye	5.30997
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.844
PM7_LUMO_Energy_ev	-0.905
PM7_COSMO_Area_square_ang	325.08
PM7_COSMO_Volue_cubic_ang	382.28
PM7_Electron_Affinity_ev	0.905
PM7_Ionization_Energy_ev	8.844
PM7_Energy_Gap_ev	7.939
PM7_Global_Hardness_ev	3.9695
PM7_Global_Softness_ev	0.25192089683839275
PM7_Chemical_Potential_ev	-4.8745
PM7_Electronigativity_ev	4.8745
PM7_Back_Donation_Energy_ev	-0.992375
PM7_Electrophilicity_ev	2.9929147562665324
OPENEYE_Name	(2~{R},3~{S},4~{S},5~{S},6~{R})-2-[(5-bromo-4-chloro-1~{H}-indol-3-yl)oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
SMILES	c1cc(c(c2c1[nH]cc2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br
Canonical_SMILES	OC[C@H]1O[C@H](Oc2c[nH]c3c2c(Cl)c(cc3)Br)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2
InChI_3D	1S/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2/t8-,11-,12+,13+,14+/m1/s1
AuxInfo	1/0/N:2,1,3,14,8,5,6,12,4,7,10,9,11,13,23,22,15,20,18,17,19,21,16/rA:38cCCCCCCCCCCCCCCNOOOOOOClBrHHHHHHHHHHHHHHH/rB:d1;;;s1d4;d3s4;s4;s2d7;;s9;s9;s10;s11;s12;s3s5;s12s13;s9;s10;s11;s14;s6s13;s7;s8;s1;s2;s3;s9;s10;s11;s12;s13;s14;s14;s15;s17;s18;s19;s20;/rC:.868,1.5138,0;0,1.0058,0;3.2858,.5023,0;1.736,-.0012,0;1.736,1.0058,0;2.6938,-.3125,0;.868,-.4978,0;;5.5922,-2.1152,0;5.2239,-3.0449,0;4.9758,-1.3278,0;4.229,-3.1887,0;3.9809,-1.4715,0;2.6904,-4.0223,0;2.6938,1.3169,0;3.6025,-2.4027,0;6.7594,-.8113,0;6.9378,-3.3988,0;4.664,-.3776,0;1.8111,-4.4987,0;3.0028,-1.2636,0;.8675,-1.4978,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;3.7858,.5023,0;6.0175,-2.3781,0;5.2089,-3.5447,0;5.4168,-1.0922,0;4.3863,-3.6633,0;3.9974,-.9718,0;2.9285,-4.462,0;2.4522,-3.5827,0;2.8483,1.7924,0;7.2488,-.9138,0;7.095,-3.8734,0;4.9975,-.0051,0;1.7976,-4.9985,0;
Duplicates	DB04806
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04806.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04806.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04806.sdf