NPASS drugs

Drug Information

Drug ID:	NPD3322
Drug Name:	Ro-3201195
Molecular Formula:	C19H18FN3O4
Canonical SMILES:	OC[C@@H](COc1cccc(c1)C(=O)c1cnn(c1N)c1ccc(cc1)F)O
Standard InCHI:	InChI=1S/C19H18FN3O4/c20-13-4-6-14(7-5-13)23-19(21)17(9-22-23)18(26)12-2-1-3-16(8-12)27-11-15(25)10-24/h1-9,15,24-25H,10-11,21H2/t15-/m0/s1
Standard InCHIKey:	IJDQETGUEUJVTB-HNNXBMFYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3322

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	337
0.1-0.2	1949
0.2-0.3	9164
0.3-0.4	3874
0.4-0.5	12579
0.5-0.6	2250
0.6-0.7	736
0.7-0.8	1
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	0.7339	NPC62995
Remote Similarity	0.6996	NPC161801
Remote Similarity	0.6898	NPC157931
Remote Similarity	0.6898	NPC257851
Remote Similarity	0.6875	NPC51854
Remote Similarity	0.687	NPC246381
Remote Similarity	0.6867	NPC208898
Remote Similarity	0.6862	NPC146976
Remote Similarity	0.6846	NPC258048
Remote Similarity	0.6836	NPC9729
Remote Similarity	0.6835	NPC470020
Remote Similarity	0.6829	NPC74575
Remote Similarity	0.682	NPC236668
Remote Similarity	0.679	NPC276657
Remote Similarity	0.6787	NPC49547
Remote Similarity	0.6784	NPC208522
Remote Similarity	0.678	NPC193238
Remote Similarity	0.6778	NPC219087
Remote Similarity	0.6776	NPC322482
Remote Similarity	0.6765	NPC309845
Remote Similarity	0.674	NPC314222
Remote Similarity	0.674	NPC196449
Remote Similarity	0.6734	NPC471762
Remote Similarity	0.6707	NPC122436
Remote Similarity	0.6705	NPC53255
Remote Similarity	0.6705	NPC85879
Remote Similarity	0.6705	NPC326930
Remote Similarity	0.6705	NPC475301
Remote Similarity	0.6705	NPC478045
Remote Similarity	0.6681	NPC171787
Remote Similarity	0.6681	NPC476465
Remote Similarity	0.668	NPC74360
Remote Similarity	0.668	NPC266931
Remote Similarity	0.6679	NPC13603
Remote Similarity	0.6679	NPC328928
Remote Similarity	0.6667	NPC473833
Remote Similarity	0.6667	NPC475844
Remote Similarity	0.6667	NPC45190
Remote Similarity	0.6654	NPC101350
Remote Similarity	0.6653	NPC470018
Remote Similarity	0.6653	NPC54066
Remote Similarity	0.6653	NPC196718
Remote Similarity	0.6641	NPC270515
Remote Similarity	0.6639	NPC243850
Remote Similarity	0.6629	NPC216369
Remote Similarity	0.6627	NPC172222
Remote Similarity	0.6617	NPC471978
Remote Similarity	0.6615	NPC165964
Remote Similarity	0.6614	NPC477112
Remote Similarity	0.6614	NPC235685
Remote Similarity	0.6609	NPC90229
Remote Similarity	0.66	NPC66777
Remote Similarity	0.6599	NPC216612
Remote Similarity	0.6598	NPC27041
Remote Similarity	0.6598	NPC187501
Remote Similarity	0.6597	NPC472286
Remote Similarity	0.6597	NPC300156
Remote Similarity	0.6597	NPC472287
Remote Similarity	0.6591	NPC63109
Remote Similarity	0.6587	NPC102593
Remote Similarity	0.6585	NPC323969
Remote Similarity	0.6575	NPC477549
Remote Similarity	0.6571	NPC184408
Remote Similarity	0.6567	NPC251090
Remote Similarity	0.6564	NPC475533
Remote Similarity	0.6561	NPC329631
Remote Similarity	0.656	NPC478078
Remote Similarity	0.6559	NPC280799
Remote Similarity	0.6557	NPC288349
Remote Similarity	0.6556	NPC471304
Remote Similarity	0.6552	NPC307963
Remote Similarity	0.655	NPC316224
Remote Similarity	0.6549	NPC470022
Remote Similarity	0.6546	NPC471615
Remote Similarity	0.6543	NPC471979
Remote Similarity	0.6538	NPC475315
Remote Similarity	0.6538	NPC324619
Remote Similarity	0.6537	NPC148889
Remote Similarity	0.6537	NPC99891
Remote Similarity	0.6535	NPC253675
Remote Similarity	0.653	NPC132385
Remote Similarity	0.6529	NPC87413
Remote Similarity	0.6527	NPC67401
Remote Similarity	0.6525	NPC471013
Remote Similarity	0.6525	NPC180668
Remote Similarity	0.6525	NPC148896
Remote Similarity	0.6522	NPC475720
Remote Similarity	0.6522	NPC474192
Remote Similarity	0.652	NPC473506
Remote Similarity	0.6518	NPC225279
Remote Similarity	0.6518	NPC150239
Remote Similarity	0.6516	NPC16066
Remote Similarity	0.6515	NPC303374
Remote Similarity	0.6513	NPC63971
Remote Similarity	0.6513	NPC91868
Remote Similarity	0.6508	NPC24019
Remote Similarity	0.6506	NPC314633
Remote Similarity	0.6504	NPC74619
Remote Similarity	0.65	NPC321428
Remote Similarity	0.65	NPC107123
Remote Similarity	0.65	NPC88008
Remote Similarity	0.65	NPC183777
Remote Similarity	0.65	NPC249583
Remote Similarity	0.6498	NPC41501
Remote Similarity	0.6496	NPC22481
Remote Similarity	0.6496	NPC180504
Remote Similarity	0.6494	NPC471593
Remote Similarity	0.6492	NPC198503
Remote Similarity	0.6491	NPC472589
Remote Similarity	0.6489	NPC134637
Remote Similarity	0.6489	NPC10904
Remote Similarity	0.6488	NPC269367
Remote Similarity	0.6486	NPC15406
Remote Similarity	0.6486	NPC188400
Remote Similarity	0.6485	NPC210256
Remote Similarity	0.6484	NPC15801
Remote Similarity	0.6482	NPC160666
Remote Similarity	0.6482	NPC260434
Remote Similarity	0.6481	NPC279401
Remote Similarity	0.6481	NPC79293
Remote Similarity	0.648	NPC179287
Remote Similarity	0.648	NPC475498
Remote Similarity	0.648	NPC473850
Remote Similarity	0.648	NPC475137
Remote Similarity	0.648	NPC125597
Remote Similarity	0.6478	NPC48317
Remote Similarity	0.6478	NPC308906
Remote Similarity	0.6477	NPC471015
Remote Similarity	0.6477	NPC472588
Remote Similarity	0.6475	NPC39500
Remote Similarity	0.6473	NPC119134
Remote Similarity	0.6473	NPC210296
Remote Similarity	0.6468	NPC471977
Remote Similarity	0.6468	NPC475644
Remote Similarity	0.6468	NPC471190
Remote Similarity	0.6468	NPC274640
Remote Similarity	0.6468	NPC470486
Remote Similarity	0.6466	NPC210434
Remote Similarity	0.6463	NPC295158
Remote Similarity	0.6462	NPC78609
Remote Similarity	0.6461	NPC220337
Remote Similarity	0.6457	NPC30456
Remote Similarity	0.6457	NPC471004
Remote Similarity	0.6457	NPC207686
Remote Similarity	0.6452	NPC174760
Remote Similarity	0.6448	NPC124300
Remote Similarity	0.6446	NPC472752
Remote Similarity	0.6445	NPC473187
Remote Similarity	0.6444	NPC475774
Remote Similarity	0.6443	NPC278525
Remote Similarity	0.6442	NPC478006
Remote Similarity	0.6441	NPC472284
Remote Similarity	0.6441	NPC127085
Remote Similarity	0.644	NPC250807
Remote Similarity	0.644	NPC57797
Remote Similarity	0.644	NPC76565
Remote Similarity	0.6437	NPC247803
Remote Similarity	0.6434	NPC110182
Remote Similarity	0.6432	NPC4687
Remote Similarity	0.6429	NPC476110
Remote Similarity	0.6429	NPC475631
Remote Similarity	0.6429	NPC475600
Remote Similarity	0.6429	NPC87152
Remote Similarity	0.6429	NPC228377
Remote Similarity	0.6429	NPC328186
Remote Similarity	0.6429	NPC122968
Remote Similarity	0.6429	NPC477787
Remote Similarity	0.6426	NPC473317
Remote Similarity	0.6426	NPC194967
Remote Similarity	0.6423	NPC291609
Remote Similarity	0.6422	NPC76748
Remote Similarity	0.6421	NPC227824
Remote Similarity	0.642	NPC189903
Remote Similarity	0.642	NPC182907
Remote Similarity	0.642	NPC6786
Remote Similarity	0.6417	NPC316841
Remote Similarity	0.6417	NPC475596
Remote Similarity	0.6417	NPC475303
Remote Similarity	0.6417	NPC474688
Remote Similarity	0.6411	NPC168209
Remote Similarity	0.6411	NPC269270
Remote Similarity	0.6411	NPC208084
Remote Similarity	0.6407	NPC152620
Remote Similarity	0.6406	NPC327769
Remote Similarity	0.6406	NPC90875
Remote Similarity	0.6406	NPC39370
Remote Similarity	0.6403	NPC475362
Remote Similarity	0.6403	NPC194740
Remote Similarity	0.6402	NPC77878
Remote Similarity	0.6402	NPC183537
Remote Similarity	0.64	NPC144452
Remote Similarity	0.6398	NPC472434
Remote Similarity	0.6398	NPC74153
Remote Similarity	0.6398	NPC78767
Remote Similarity	0.6398	NPC473814
Remote Similarity	0.6397	NPC469727
Remote Similarity	0.6397	NPC169402
Remote Similarity	0.6395	NPC92111
Remote Similarity	0.6395	NPC138370
Remote Similarity	0.6393	NPC242923

Drug Structure

NPD3322 OpenBabel08211703112D 31 33 0 0 1 0 0 0 0 0999 V2000 -4.1808 -1.1636 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 -5.0468 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5768 -0.6000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3958 1.1226 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 1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 0.8364 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 -8.5109 0.3364 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 -3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9836 0.3136 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 -7.6449 0.8364 0.0000 C 0 0 1 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 -1.5827 0.3364 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 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9781 0.4181 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 1.7213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 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 -9.3769 0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 1.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 1.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4898 2.0303 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2044 2.3904 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 0.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 2.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 12 1 0 0 0 0 3 16 2 0 0 0 0 4 6 1 0 0 0 0 4 13 2 0 0 0 0 5 7 2 0 0 0 0 5 13 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 12 2 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 9 22 2 0 0 0 0 10 24 1 0 0 0 0 11 15 1 0 0 0 0 11 27 1 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 14 23 1 0 0 0 0 15 10 1 6 0 0 0 15 25 1 0 0 0 0 16 27 1 0 0 0 0 17 18 1 0 0 0 0 17 19 2 0 0 0 0 18 26 2 0 0 0 0 19 21 1 0 0 0 0 19 23 1 0 0 0 0 21 28 1 0 0 0 0 21 29 1 0 0 0 0 22 23 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB08424
ChEMBL	CHEMBL203567
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	45116
CAS Number

Drug Properties

Molecular Weight	371.13
ALogP	-1.6227
MLogP	2.67
XLogP	2.177
HDA	6
HBD	3
Rotatable Bonds	11
TPSA	110.08
RO5 Violation	0