NPASS drugs

Drug Information

Drug ID:	NPD3405
Drug Name:	Plinabulin
Molecular Formula:	C19H20N4O2
Canonical SMILES:	Oc1n/c(=Cc2nc[nH]c2C(C)(C)C)/c(n/c/1=Cc1ccccc1)O
Standard InCHI:	InChI=1S/C19H20N4O2/c1-19(2,3)16-13(20-11-21-16)10-15-18(25)22-14(17(24)23-15)9-12-7-5-4-6-8-12/h4-11H,1-3H3,(H,20,21)(H,22,25)(H,23,24)/b14-9-,15-10-
Standard InCHIKey:	UNRCMCRRFYFGFX-TYPNBTCFSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3405

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	328
0.1-0.2	3532
0.2-0.3	13814
0.3-0.4	9380
0.4-0.5	2203
0.5-0.6	1387
0.6-0.7	234
0.7-0.8	10
0.8-0.85	1
0.85-0.9	1
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
High Similarity	0.8675	NPC282531
Intermediate Similarity	0.8446	NPC8590
Intermediate Similarity	0.775	NPC469975
Intermediate Similarity	0.7515	NPC300238
Intermediate Similarity	0.7487	NPC71238
Intermediate Similarity	0.7368	NPC54981
Intermediate Similarity	0.7239	NPC114209
Intermediate Similarity	0.7205	NPC42483
Intermediate Similarity	0.7126	NPC120070
Intermediate Similarity	0.7093	NPC49217
Intermediate Similarity	0.7055	NPC242556
Intermediate Similarity	0.7018	NPC470203
Remote Similarity	0.6989	NPC317054
Remote Similarity	0.6988	NPC37548
Remote Similarity	0.6988	NPC187951
Remote Similarity	0.6959	NPC470204
Remote Similarity	0.6937	NPC216159
Remote Similarity	0.6886	NPC124005
Remote Similarity	0.6867	NPC129042
Remote Similarity	0.686	NPC122141
Remote Similarity	0.6845	NPC24678
Remote Similarity	0.6845	NPC105818
Remote Similarity	0.6842	NPC299594
Remote Similarity	0.6828	NPC304187
Remote Similarity	0.6828	NPC477166
Remote Similarity	0.6824	NPC470507
Remote Similarity	0.6824	NPC38736
Remote Similarity	0.6786	NPC113369
Remote Similarity	0.6768	NPC282247
Remote Similarity	0.6766	NPC143872
Remote Similarity	0.6725	NPC471458
Remote Similarity	0.6724	NPC225018
Remote Similarity	0.6717	NPC471603
Remote Similarity	0.6707	NPC159856
Remote Similarity	0.6707	NPC204141
Remote Similarity	0.6688	NPC243319
Remote Similarity	0.6687	NPC125746
Remote Similarity	0.6686	NPC271734
Remote Similarity	0.6686	NPC184476
Remote Similarity	0.6667	NPC238945
Remote Similarity	0.6648	NPC16659
Remote Similarity	0.6632	NPC469308
Remote Similarity	0.6618	NPC323244
Remote Similarity	0.661	NPC49954
Remote Similarity	0.661	NPC474561
Remote Similarity	0.6609	NPC135141
Remote Similarity	0.6609	NPC92796
Remote Similarity	0.6607	NPC314372
Remote Similarity	0.6595	NPC476341
Remote Similarity	0.6593	NPC265710
Remote Similarity	0.6592	NPC470498
Remote Similarity	0.6591	NPC194640
Remote Similarity	0.6591	NPC472587
Remote Similarity	0.6591	NPC162268
Remote Similarity	0.6587	NPC190296
Remote Similarity	0.6571	NPC473320
Remote Similarity	0.6561	NPC473342
Remote Similarity	0.6561	NPC477167
Remote Similarity	0.6538	NPC240088
Remote Similarity	0.6538	NPC473380
Remote Similarity	0.6534	NPC282231
Remote Similarity	0.6522	NPC307191
Remote Similarity	0.6515	NPC116555
Remote Similarity	0.6494	NPC285469
Remote Similarity	0.6493	NPC328924
Remote Similarity	0.6492	NPC280638
Remote Similarity	0.6491	NPC321911
Remote Similarity	0.648	NPC63751
Remote Similarity	0.6477	NPC279918
Remote Similarity	0.6474	NPC469765
Remote Similarity	0.6474	NPC73952
Remote Similarity	0.6474	NPC469763
Remote Similarity	0.6474	NPC259644
Remote Similarity	0.6474	NPC469760
Remote Similarity	0.6474	NPC25008
Remote Similarity	0.6474	NPC469786
Remote Similarity	0.6462	NPC54537
Remote Similarity	0.6444	NPC164664
Remote Similarity	0.6437	NPC75540
Remote Similarity	0.6437	NPC476219
Remote Similarity	0.6437	NPC212376
Remote Similarity	0.6437	NPC207726
Remote Similarity	0.6437	NPC211572
Remote Similarity	0.6437	NPC80597
Remote Similarity	0.6437	NPC70922
Remote Similarity	0.6437	NPC476297
Remote Similarity	0.6433	NPC179787
Remote Similarity	0.6433	NPC201380
Remote Similarity	0.6433	NPC469811
Remote Similarity	0.6425	NPC160105
Remote Similarity	0.6418	NPC242923
Remote Similarity	0.6413	NPC176199
Remote Similarity	0.6413	NPC215795
Remote Similarity	0.6413	NPC11126
Remote Similarity	0.6409	NPC6982
Remote Similarity	0.6404	NPC476118
Remote Similarity	0.6398	NPC69843
Remote Similarity	0.6392	NPC265576
Remote Similarity	0.6379	NPC325903
Remote Similarity	0.6374	NPC34508
Remote Similarity	0.6374	NPC63545
Remote Similarity	0.6374	NPC314557
Remote Similarity	0.6373	NPC147983
Remote Similarity	0.6373	NPC177996
Remote Similarity	0.6369	NPC469761
Remote Similarity	0.6369	NPC469779
Remote Similarity	0.6369	NPC469780
Remote Similarity	0.6369	NPC469767
Remote Similarity	0.6369	NPC469784
Remote Similarity	0.6369	NPC469783
Remote Similarity	0.6369	NPC469768
Remote Similarity	0.6364	NPC108011
Remote Similarity	0.6364	NPC228835
Remote Similarity	0.6364	NPC212742
Remote Similarity	0.6364	NPC469762
Remote Similarity	0.6359	NPC59269
Remote Similarity	0.6359	NPC248454
Remote Similarity	0.6359	NPC68354
Remote Similarity	0.6359	NPC250178
Remote Similarity	0.6354	NPC194411
Remote Similarity	0.6351	NPC156003
Remote Similarity	0.6348	NPC16667
Remote Similarity	0.6341	NPC267811
Remote Similarity	0.6337	NPC471957
Remote Similarity	0.6333	NPC54988
Remote Similarity	0.6331	NPC469766
Remote Similarity	0.633	NPC171393
Remote Similarity	0.633	NPC295452
Remote Similarity	0.6328	NPC67056
Remote Similarity	0.6313	NPC311276
Remote Similarity	0.631	NPC73767
Remote Similarity	0.631	NPC48938
Remote Similarity	0.6307	NPC469785
Remote Similarity	0.6304	NPC288785
Remote Similarity	0.6304	NPC315715
Remote Similarity	0.6298	NPC201700
Remote Similarity	0.6292	NPC131718
Remote Similarity	0.6287	NPC84911
Remote Similarity	0.6284	NPC314603
Remote Similarity	0.628	NPC471322
Remote Similarity	0.6278	NPC17751
Remote Similarity	0.6278	NPC280864
Remote Similarity	0.6277	NPC165495
Remote Similarity	0.6272	NPC115611
Remote Similarity	0.6271	NPC236711
Remote Similarity	0.627	NPC293472
Remote Similarity	0.625	NPC477815
Remote Similarity	0.625	NPC275305
Remote Similarity	0.625	NPC475288
Remote Similarity	0.625	NPC37423
Remote Similarity	0.6243	NPC15102
Remote Similarity	0.6237	NPC472443
Remote Similarity	0.6237	NPC270009
Remote Similarity	0.623	NPC472289
Remote Similarity	0.6228	NPC325252
Remote Similarity	0.6228	NPC261195
Remote Similarity	0.6228	NPC29886
Remote Similarity	0.6228	NPC96102
Remote Similarity	0.6223	NPC163055
Remote Similarity	0.6222	NPC247987
Remote Similarity	0.6222	NPC40779
Remote Similarity	0.622	NPC22079
Remote Similarity	0.6215	NPC141353
Remote Similarity	0.6213	NPC110126
Remote Similarity	0.6211	NPC94752
Remote Similarity	0.6205	NPC242209
Remote Similarity	0.62	NPC473376
Remote Similarity	0.6193	NPC232798
Remote Similarity	0.619	NPC105127
Remote Similarity	0.6188	NPC470508
Remote Similarity	0.6183	NPC477119
Remote Similarity	0.6182	NPC82295
Remote Similarity	0.6182	NPC39092
Remote Similarity	0.6182	NPC256893
Remote Similarity	0.618	NPC286427
Remote Similarity	0.6178	NPC17059
Remote Similarity	0.6176	NPC2949
Remote Similarity	0.6175	NPC280548
Remote Similarity	0.6171	NPC53947
Remote Similarity	0.617	NPC192270
Remote Similarity	0.6168	NPC198988
Remote Similarity	0.6167	NPC224632
Remote Similarity	0.6161	NPC130570
Remote Similarity	0.615	NPC213468
Remote Similarity	0.6149	NPC470111
Remote Similarity	0.6145	NPC318065
Remote Similarity	0.6145	NPC41257
Remote Similarity	0.6145	NPC206819
Remote Similarity	0.6144	NPC327613
Remote Similarity	0.6141	NPC476688
Remote Similarity	0.6141	NPC105758
Remote Similarity	0.6141	NPC476686
Remote Similarity	0.6138	NPC472444
Remote Similarity	0.6136	NPC216713
Remote Similarity	0.6134	NPC324149
Remote Similarity	0.6133	NPC102423
Remote Similarity	0.6133	NPC317105
Remote Similarity	0.6133	NPC478182
Remote Similarity	0.6131	NPC218268
Remote Similarity	0.6127	NPC470440

Drug Structure

NPD3405 OpenBabel08211703112D 28 30 0 0 0 0 0 0 0 0999 V2000 -4.2765 2.3359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6074 1.5928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5366 1.6939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5856 1.3849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0413 -0.2319 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 12 2 0 0 0 0 8 12 1 0 0 0 0 9 12 1 0 0 0 0 9 14 2 0 0 0 0 10 13 1 0 0 0 0 10 15 2 0 0 0 0 11 20 2 0 0 0 0 11 21 1 0 0 0 0 13 16 2 0 0 0 0 13 20 1 0 0 0 0 14 17 1 0 0 0 0 14 22 1 0 0 0 0 15 18 1 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 21 1 0 0 0 0 17 23 2 0 0 0 0 17 24 1 0 0 0 0 18 22 2 0 0 0 0 18 25 1 0 0 0 0 21 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	DNCL002638
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9949641
ChEBI
CAS Number

Drug Properties

Molecular Weight	336.16
ALogP	1.0146
MLogP	2.89
XLogP	5.283
HDA	6
HBD	3
Rotatable Bonds	8
TPSA	93.86
RO5 Violation	1