NPASS drugs

Drug Information

Drug ID:	NPD2322
Drug Name:	trypanocidal compounds (human African trypanosomiasis), SCYNEXIS/DNDi/Pace University/Anacor Pharmaceuticals
Molecular Formula:	C17H14BF4NO3
Canonical SMILES:	Fc1ccc(c(c1)C(F)(F)F)C(=Nc1ccc2c(c1)B(O)OC2(C)C)O
Standard InCHI:	InChI=1S/C17H14BF4NO3/c1-16(2)12-6-4-10(8-14(12)18(25)26-16)23-15(24)11-5-3-9(19)7-13(11)17(20,21)22/h3-8,25H,1-2H3,(H,23,24)
Standard InCHIKey:	PTYGDEXEGLDNAZ-UHFFFAOYSA-N
Max Developmental Stage:	Discovery
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2322

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	163
0.1-0.2	1268
0.2-0.3	5588
0.3-0.4	9381
0.4-0.5	11151
0.5-0.6	3152
0.6-0.7	180
0.7-0.8	7
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.75	NPC147957
Intermediate Similarity	0.7482	NPC259098
Intermediate Similarity	0.7482	NPC197680
Intermediate Similarity	0.7266	NPC325013
Intermediate Similarity	0.709	NPC205652
Intermediate Similarity	0.709	NPC470550
Intermediate Similarity	0.7077	NPC37584
Remote Similarity	0.6986	NPC184437
Remote Similarity	0.6901	NPC205946
Remote Similarity	0.6899	NPC178681
Remote Similarity	0.6794	NPC211551
Remote Similarity	0.6733	NPC166667
Remote Similarity	0.6709	NPC184161
Remote Similarity	0.6708	NPC291359
Remote Similarity	0.6707	NPC19555
Remote Similarity	0.6644	NPC101372
Remote Similarity	0.6641	NPC33168
Remote Similarity	0.6626	NPC476231
Remote Similarity	0.6623	NPC126637
Remote Similarity	0.6597	NPC317758
Remote Similarity	0.6584	NPC10730
Remote Similarity	0.6584	NPC10875
Remote Similarity	0.6556	NPC159589
Remote Similarity	0.6552	NPC474926
Remote Similarity	0.655	NPC265383
Remote Similarity	0.6544	NPC9336
Remote Similarity	0.6519	NPC153690
Remote Similarity	0.6512	NPC260118
Remote Similarity	0.651	NPC476687
Remote Similarity	0.651	NPC476689
Remote Similarity	0.651	NPC476685
Remote Similarity	0.6486	NPC226662
Remote Similarity	0.6474	NPC192939
Remote Similarity	0.6474	NPC215747
Remote Similarity	0.6474	NPC311936
Remote Similarity	0.6463	NPC476950
Remote Similarity	0.6456	NPC254798
Remote Similarity	0.6452	NPC198747
Remote Similarity	0.6444	NPC76327
Remote Similarity	0.6443	NPC316746
Remote Similarity	0.6439	NPC318154
Remote Similarity	0.6437	NPC119579
Remote Similarity	0.6429	NPC243162
Remote Similarity	0.6429	NPC78154
Remote Similarity	0.6429	NPC472243
Remote Similarity	0.6429	NPC257354
Remote Similarity	0.6406	NPC476483
Remote Similarity	0.6406	NPC471309
Remote Similarity	0.64	NPC28425
Remote Similarity	0.6398	NPC219383
Remote Similarity	0.6389	NPC273830
Remote Similarity	0.6387	NPC314113
Remote Similarity	0.638	NPC141353
Remote Similarity	0.6369	NPC472103
Remote Similarity	0.635	NPC255721
Remote Similarity	0.6348	NPC296742
Remote Similarity	0.6346	NPC472241
Remote Similarity	0.6345	NPC109151
Remote Similarity	0.6333	NPC314098
Remote Similarity	0.6328	NPC69213
Remote Similarity	0.6319	NPC150323
Remote Similarity	0.6312	NPC237649
Remote Similarity	0.6312	NPC222982
Remote Similarity	0.6312	NPC300596
Remote Similarity	0.631	NPC278887
Remote Similarity	0.6307	NPC276060
Remote Similarity	0.6306	NPC60553
Remote Similarity	0.6301	NPC88363
Remote Similarity	0.6294	NPC158129
Remote Similarity	0.6292	NPC224293
Remote Similarity	0.6292	NPC246700
Remote Similarity	0.6291	NPC313466
Remote Similarity	0.6289	NPC472100
Remote Similarity	0.6287	NPC476118
Remote Similarity	0.628	NPC477889
Remote Similarity	0.6279	NPC168153
Remote Similarity	0.6277	NPC96224
Remote Similarity	0.6277	NPC24101
Remote Similarity	0.6266	NPC477890
Remote Similarity	0.6257	NPC112676
Remote Similarity	0.625	NPC190007
Remote Similarity	0.625	NPC43275
Remote Similarity	0.625	NPC3202
Remote Similarity	0.6242	NPC470090
Remote Similarity	0.6236	NPC180253
Remote Similarity	0.6236	NPC219170
Remote Similarity	0.6235	NPC322283
Remote Similarity	0.6226	NPC472242
Remote Similarity	0.622	NPC176858
Remote Similarity	0.622	NPC470877
Remote Similarity	0.6215	NPC94943
Remote Similarity	0.6207	NPC126515
Remote Similarity	0.6207	NPC274002
Remote Similarity	0.6207	NPC472331
Remote Similarity	0.6202	NPC265521
Remote Similarity	0.6201	NPC22928
Remote Similarity	0.6193	NPC212535
Remote Similarity	0.619	NPC471315
Remote Similarity	0.619	NPC159319
Remote Similarity	0.619	NPC471314
Remote Similarity	0.6187	NPC474149
Remote Similarity	0.6172	NPC471307
Remote Similarity	0.6172	NPC159178
Remote Similarity	0.6172	NPC191444
Remote Similarity	0.6172	NPC172128
Remote Similarity	0.6172	NPC78041
Remote Similarity	0.6172	NPC74936
Remote Similarity	0.6172	NPC209764
Remote Similarity	0.6172	NPC141139
Remote Similarity	0.6172	NPC121872
Remote Similarity	0.617	NPC474544
Remote Similarity	0.617	NPC1986
Remote Similarity	0.6168	NPC235628
Remote Similarity	0.6163	NPC474409
Remote Similarity	0.6163	NPC471294
Remote Similarity	0.6163	NPC34508
Remote Similarity	0.6154	NPC153007
Remote Similarity	0.6154	NPC82963
Remote Similarity	0.6149	NPC315829
Remote Similarity	0.6149	NPC161292
Remote Similarity	0.6141	NPC153042
Remote Similarity	0.614	NPC288430
Remote Similarity	0.6131	NPC191863
Remote Similarity	0.6131	NPC289776
Remote Similarity	0.6131	NPC133470
Remote Similarity	0.6131	NPC231705
Remote Similarity	0.6129	NPC15839
Remote Similarity	0.6127	NPC475594
Remote Similarity	0.6124	NPC476319
Remote Similarity	0.612	NPC29472
Remote Similarity	0.6115	NPC292758
Remote Similarity	0.6115	NPC65855
Remote Similarity	0.6115	NPC258056
Remote Similarity	0.6114	NPC270009
Remote Similarity	0.6111	NPC128751
Remote Similarity	0.6111	NPC38458
Remote Similarity	0.6111	NPC311737
Remote Similarity	0.6108	NPC103250
Remote Similarity	0.6104	NPC132847
Remote Similarity	0.6098	NPC133050
Remote Similarity	0.6095	NPC32028
Remote Similarity	0.6093	NPC150863
Remote Similarity	0.6093	NPC278451
Remote Similarity	0.6092	NPC56618
Remote Similarity	0.6092	NPC134586
Remote Similarity	0.6092	NPC475607
Remote Similarity	0.6087	NPC142297
Remote Similarity	0.6084	NPC477156
Remote Similarity	0.6084	NPC477157
Remote Similarity	0.6082	NPC44161
Remote Similarity	0.608	NPC95429
Remote Similarity	0.6077	NPC106833
Remote Similarity	0.6077	NPC469497
Remote Similarity	0.6067	NPC314278
Remote Similarity	0.6067	NPC278097
Remote Similarity	0.6063	NPC473031
Remote Similarity	0.6061	NPC3371
Remote Similarity	0.6057	NPC474081
Remote Similarity	0.6057	NPC211997
Remote Similarity	0.6056	NPC187036
Remote Similarity	0.6048	NPC153694
Remote Similarity	0.6048	NPC211525
Remote Similarity	0.6047	NPC280548
Remote Similarity	0.6047	NPC477888
Remote Similarity	0.6038	NPC285016
Remote Similarity	0.6036	NPC315214
Remote Similarity	0.6036	NPC47298
Remote Similarity	0.6036	NPC16667
Remote Similarity	0.6029	NPC178902
Remote Similarity	0.6025	NPC470824
Remote Similarity	0.6024	NPC114808
Remote Similarity	0.6023	NPC72980
Remote Similarity	0.6023	NPC472443
Remote Similarity	0.6016	NPC262393
Remote Similarity	0.6016	NPC30445
Remote Similarity	0.6015	NPC311242
Remote Similarity	0.6014	NPC118202
Remote Similarity	0.6013	NPC242933
Remote Similarity	0.6011	NPC294244
Remote Similarity	0.6	NPC469457
Remote Similarity	0.6	NPC473922
Remote Similarity	0.6	NPC153769
Remote Similarity	0.6	NPC146703
Remote Similarity	0.6	NPC288785
Remote Similarity	0.6	NPC472414
Remote Similarity	0.6	NPC288943
Remote Similarity	0.6	NPC4974
Remote Similarity	0.5989	NPC478032
Remote Similarity	0.5988	NPC285469
Remote Similarity	0.5988	NPC184476
Remote Similarity	0.5987	NPC295478
Remote Similarity	0.5987	NPC71271
Remote Similarity	0.5986	NPC317564
Remote Similarity	0.5985	NPC58674
Remote Similarity	0.5984	NPC203076
Remote Similarity	0.5984	NPC474211
Remote Similarity	0.5977	NPC259545
Remote Similarity	0.5976	NPC306366
Remote Similarity	0.5976	NPC124005
Remote Similarity	0.5976	NPC288445

Drug Structure

NPD2322 OpenBabel08211702172D 28 30 0 0 0 0 0 0 0 0999 V2000 1.1499 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3578 -0.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 -0.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 -1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 -0.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 0.4173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 -1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 B 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 1.4173 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.0326 -2.4487 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.0326 -2.4487 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.3986 -1.0827 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 -3.0827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 -3.0827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6637 0.6386 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 -2.5827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3546 1.5897 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 5 2 0 0 0 0 3 9 1 0 0 0 0 4 6 2 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 19 1 0 0 0 0 10 23 1 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 14 2 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 15 23 2 3 0 0 0 15 24 1 0 0 0 0 16 26 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014268
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	367.10
ALogP	1.4759
MLogP	2.34
XLogP	5.34
HDA	4
HBD	2
Rotatable Bonds	11
TPSA	62.05
RO5 Violation	1