NPASS drugs

Drug Information

Drug ID:	NPD4326
Drug Name:	OC-000459
Molecular Formula:	C21H17FN2O2
Canonical SMILES:	Fc1ccc2c(c1)c(Cc1ccc3c(n1)cccc3)c(n2CC(=O)O)C
Standard InCHI:	InChI=1S/C21H17FN2O2/c1-13-17(11-16-8-6-14-4-2-3-5-19(14)23-16)18-10-15(22)7-9-20(18)24(13)12-21(25)26/h2-10H,11-12H2,1H3,(H,25,26)
Standard InCHIKey:	FATGTHLOZSXOBC-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4326

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	198
0.1-0.2	2031
0.2-0.3	11232
0.3-0.4	12388
0.4-0.5	2161
0.5-0.6	1579
0.6-0.7	984
0.7-0.8	315
0.8-0.85	2
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	0.8158	NPC104483
Intermediate Similarity	0.8024	NPC469938
Intermediate Similarity	0.7953	NPC143533
Intermediate Similarity	0.7927	NPC478182
Intermediate Similarity	0.7908	NPC314102
Intermediate Similarity	0.7908	NPC251722
Intermediate Similarity	0.7885	NPC20144
Intermediate Similarity	0.7866	NPC478185
Intermediate Similarity	0.7848	NPC478186
Intermediate Similarity	0.7826	NPC281094
Intermediate Similarity	0.7812	NPC40070
Intermediate Similarity	0.7785	NPC470440
Intermediate Similarity	0.7764	NPC470233
Intermediate Similarity	0.7756	NPC238499
Intermediate Similarity	0.7744	NPC293487
Intermediate Similarity	0.7688	NPC477974
Intermediate Similarity	0.7688	NPC470111
Intermediate Similarity	0.7683	NPC129721
Intermediate Similarity	0.7683	NPC299594
Intermediate Similarity	0.7677	NPC150259
Intermediate Similarity	0.7674	NPC219336
Intermediate Similarity	0.7669	NPC476219
Intermediate Similarity	0.7662	NPC198988
Intermediate Similarity	0.7655	NPC54102
Intermediate Similarity	0.7655	NPC162689
Intermediate Similarity	0.7651	NPC194881
Intermediate Similarity	0.7643	NPC59084
Intermediate Similarity	0.7643	NPC2949
Intermediate Similarity	0.764	NPC37548
Intermediate Similarity	0.7636	NPC92796
Intermediate Similarity	0.7636	NPC135141
Intermediate Similarity	0.7619	NPC478183
Intermediate Similarity	0.7616	NPC183662
Intermediate Similarity	0.7616	NPC217372
Intermediate Similarity	0.7616	NPC15573
Intermediate Similarity	0.7611	NPC289299
Intermediate Similarity	0.7611	NPC57994
Intermediate Similarity	0.761	NPC242556
Intermediate Similarity	0.7605	NPC478184
Intermediate Similarity	0.7595	NPC63157
Intermediate Similarity	0.7595	NPC473868
Intermediate Similarity	0.759	NPC255229
Intermediate Similarity	0.759	NPC81229
Intermediate Similarity	0.7588	NPC158129
Intermediate Similarity	0.7586	NPC81561
Intermediate Similarity	0.7584	NPC122718
Intermediate Similarity	0.758	NPC88097
Intermediate Similarity	0.7572	NPC12649
Intermediate Similarity	0.7572	NPC133261
Intermediate Similarity	0.7571	NPC472323
Intermediate Similarity	0.7562	NPC314372
Intermediate Similarity	0.7561	NPC476297
Intermediate Similarity	0.7547	NPC190296
Intermediate Similarity	0.7544	NPC161861
Intermediate Similarity	0.7543	NPC472104
Intermediate Similarity	0.7531	NPC187951
Intermediate Similarity	0.7529	NPC32534
Intermediate Similarity	0.7529	NPC91895
Intermediate Similarity	0.7529	NPC15840
Intermediate Similarity	0.7529	NPC469896
Intermediate Similarity	0.7528	NPC321708
Intermediate Similarity	0.7517	NPC148140
Intermediate Similarity	0.7515	NPC56233
Intermediate Similarity	0.7514	NPC94752
Intermediate Similarity	0.7514	NPC84827
Intermediate Similarity	0.7514	NPC14113
Intermediate Similarity	0.7514	NPC145885
Intermediate Similarity	0.75	NPC325252
Intermediate Similarity	0.75	NPC271734
Intermediate Similarity	0.75	NPC271797
Intermediate Similarity	0.75	NPC472119
Intermediate Similarity	0.75	NPC21174
Intermediate Similarity	0.75	NPC325903
Intermediate Similarity	0.7485	NPC229173
Intermediate Similarity	0.7485	NPC33421
Intermediate Similarity	0.7485	NPC105818
Intermediate Similarity	0.7485	NPC53947
Intermediate Similarity	0.7485	NPC24678
Intermediate Similarity	0.7484	NPC277157
Intermediate Similarity	0.7473	NPC472116
Intermediate Similarity	0.7471	NPC248041
Intermediate Similarity	0.7471	NPC63751
Intermediate Similarity	0.7471	NPC126709
Intermediate Similarity	0.7469	NPC21605
Intermediate Similarity	0.7468	NPC475450
Intermediate Similarity	0.7457	NPC472122
Intermediate Similarity	0.7457	NPC24594
Intermediate Similarity	0.7457	NPC134586
Intermediate Similarity	0.7455	NPC470507
Intermediate Similarity	0.7455	NPC38736
Intermediate Similarity	0.7443	NPC159125
Intermediate Similarity	0.7429	NPC24864
Intermediate Similarity	0.7427	NPC65080
Intermediate Similarity	0.7425	NPC6436
Intermediate Similarity	0.7423	NPC124005
Intermediate Similarity	0.7421	NPC115611
Intermediate Similarity	0.7419	NPC473930
Intermediate Similarity	0.7416	NPC478077
Intermediate Similarity	0.7414	NPC157583
Intermediate Similarity	0.7414	NPC326575
Intermediate Similarity	0.7414	NPC14325
Intermediate Similarity	0.7414	NPC59269
Intermediate Similarity	0.7414	NPC28848
Intermediate Similarity	0.7414	NPC211997
Intermediate Similarity	0.7412	NPC470509
Intermediate Similarity	0.741	NPC285469
Intermediate Similarity	0.741	NPC51054
Intermediate Similarity	0.7407	NPC288838
Intermediate Similarity	0.7403	NPC22079
Intermediate Similarity	0.7401	NPC470003
Intermediate Similarity	0.7397	NPC476566
Intermediate Similarity	0.7396	NPC8104
Intermediate Similarity	0.7394	NPC73952
Intermediate Similarity	0.7394	NPC469760
Intermediate Similarity	0.7394	NPC259644
Intermediate Similarity	0.7394	NPC200743
Intermediate Similarity	0.7394	NPC469765
Intermediate Similarity	0.7394	NPC469786
Intermediate Similarity	0.7394	NPC25008
Intermediate Similarity	0.7394	NPC469763
Intermediate Similarity	0.7391	NPC474916
Intermediate Similarity	0.7391	NPC102008
Intermediate Similarity	0.7386	NPC113626
Intermediate Similarity	0.7381	NPC215584
Intermediate Similarity	0.7381	NPC44773
Intermediate Similarity	0.7371	NPC11126
Intermediate Similarity	0.7371	NPC248462
Intermediate Similarity	0.7371	NPC283219
Intermediate Similarity	0.7371	NPC213468
Intermediate Similarity	0.7368	NPC250361
Intermediate Similarity	0.7362	NPC179787
Intermediate Similarity	0.7362	NPC201380
Intermediate Similarity	0.736	NPC133003
Intermediate Similarity	0.7358	NPC73767
Intermediate Similarity	0.7356	NPC267885
Intermediate Similarity	0.7353	NPC477975
Intermediate Similarity	0.7353	NPC195507
Intermediate Similarity	0.7353	NPC2165
Intermediate Similarity	0.7349	NPC80597
Intermediate Similarity	0.7349	NPC211572
Intermediate Similarity	0.7349	NPC70922
Intermediate Similarity	0.7349	NPC75540
Intermediate Similarity	0.7349	NPC212376
Intermediate Similarity	0.7346	NPC159856
Intermediate Similarity	0.7341	NPC477976
Intermediate Similarity	0.7338	NPC473587
Intermediate Similarity	0.7333	NPC175474
Intermediate Similarity	0.733	NPC472105
Intermediate Similarity	0.733	NPC91179
Intermediate Similarity	0.733	NPC187827
Intermediate Similarity	0.7326	NPC57398
Intermediate Similarity	0.7326	NPC194411
Intermediate Similarity	0.7321	NPC475990
Intermediate Similarity	0.7321	NPC56765
Intermediate Similarity	0.7321	NPC221786
Intermediate Similarity	0.7321	NPC474880
Intermediate Similarity	0.7317	NPC321911
Intermediate Similarity	0.7315	NPC215519
Intermediate Similarity	0.7314	NPC234987
Intermediate Similarity	0.7314	NPC68354
Intermediate Similarity	0.7312	NPC469780
Intermediate Similarity	0.7312	NPC469768
Intermediate Similarity	0.7312	NPC469783
Intermediate Similarity	0.7312	NPC469784
Intermediate Similarity	0.7312	NPC469767
Intermediate Similarity	0.7312	NPC469761
Intermediate Similarity	0.7312	NPC469779
Intermediate Similarity	0.7312	NPC284635
Intermediate Similarity	0.731	NPC474561
Intermediate Similarity	0.731	NPC49954
Intermediate Similarity	0.7303	NPC228835
Intermediate Similarity	0.7301	NPC63545
Intermediate Similarity	0.7301	NPC129042
Intermediate Similarity	0.7299	NPC189812
Intermediate Similarity	0.7299	NPC329688
Intermediate Similarity	0.7299	NPC203468
Intermediate Similarity	0.7299	NPC110500
Intermediate Similarity	0.7299	NPC149155
Intermediate Similarity	0.7296	NPC169433
Intermediate Similarity	0.7293	NPC324091
Intermediate Similarity	0.729	NPC475428
Intermediate Similarity	0.7285	NPC46358
Intermediate Similarity	0.7283	NPC126492
Intermediate Similarity	0.7273	NPC473762
Intermediate Similarity	0.7267	NPC317430
Intermediate Similarity	0.7267	NPC469766
Intermediate Similarity	0.7262	NPC216643
Intermediate Similarity	0.7262	NPC469762
Intermediate Similarity	0.7257	NPC121903
Intermediate Similarity	0.7256	NPC469811
Intermediate Similarity	0.7256	NPC471957
Intermediate Similarity	0.7253	NPC472097
Intermediate Similarity	0.7253	NPC117244
Intermediate Similarity	0.7253	NPC473763
Intermediate Similarity	0.725	NPC110126
Intermediate Similarity	0.7247	NPC472109
Intermediate Similarity	0.7247	NPC472110
Intermediate Similarity	0.7246	NPC207726
Intermediate Similarity	0.7246	NPC471458
Intermediate Similarity	0.7244	NPC179365

Drug Structure

NPD4326 OpenBabel08211705262D 27 30 0 0 0 0 0 0 0 0999 V2000 0.4612 1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8601 -2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1910 -1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1473 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8383 -2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5074 -3.0955 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 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 -2.5768 -0.6000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1756 -1.6180 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7634 -2.4271 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 14 2 0 0 0 0 5 19 2 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 20 1 0 0 0 0 10 15 2 0 0 0 0 10 18 1 0 0 0 0 11 16 1 0 0 0 0 11 17 1 0 0 0 0 12 21 1 0 0 0 0 12 24 1 0 0 0 0 13 17 2 0 0 0 0 13 24 1 0 0 0 0 14 19 1 0 0 0 0 15 22 1 0 0 0 0 16 23 2 0 0 0 0 17 18 1 0 0 0 0 18 20 2 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005583
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	348.13
ALogP	0.812
MLogP	3.22
XLogP	5.255
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	55.12
RO5 Violation	1