NPASS drugs

Drug Information

Drug ID:	NPD8311
Drug Name:	PF-2575799
Molecular Formula:	C42H37FN4O4
Canonical SMILES:	CC(Oc1ccc(cc1)c1ccccc1C(=O)N=c1ccc2c([nH]1)ccc(c2)C(=O)N[C@H](C(=O)N(Cc1ccc(cc1)F)C)c1ccccc1)C
Standard InCHI:	InChI=1S/C42H37FN4O4/c1-27(2)51-34-21-15-29(16-22-34)35-11-7-8-12-36(35)41(49)45-38-24-18-31-25-32(17-23-37(31)44-38)40(48)46-39(30-9-5-4-6-10-30)42(50)47(3)26-28-13-19-33(43)20-14-28/h4-25,27,39H,26H2,1-3H3,(H,46,48)(H,44,45,49)/t39-/m0/s1
Standard InCHIKey:	HMTLPJFACYNTHS-KDXMTYKHSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8311

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	345
0.1-0.2	1604
0.2-0.3	7981
0.3-0.4	4785
0.4-0.5	10294
0.5-0.6	5255
0.6-0.7	616
0.7-0.8	10
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	0.7243	NPC198401
Intermediate Similarity	0.7198	NPC471762
Intermediate Similarity	0.7117	NPC308943
Intermediate Similarity	0.7117	NPC222561
Intermediate Similarity	0.7082	NPC157931
Intermediate Similarity	0.7061	NPC471197
Intermediate Similarity	0.7051	NPC66777
Intermediate Similarity	0.7043	NPC323969
Intermediate Similarity	0.7031	NPC471198
Intermediate Similarity	0.7009	NPC257851
Remote Similarity	0.6996	NPC115588
Remote Similarity	0.6982	NPC473460
Remote Similarity	0.6909	NPC100863
Remote Similarity	0.6907	NPC194740
Remote Similarity	0.69	NPC298449
Remote Similarity	0.69	NPC55470
Remote Similarity	0.6878	NPC5374
Remote Similarity	0.6858	NPC285192
Remote Similarity	0.683	NPC207971
Remote Similarity	0.6818	NPC151171
Remote Similarity	0.6814	NPC471155
Remote Similarity	0.681	NPC248601
Remote Similarity	0.6804	NPC471825
Remote Similarity	0.68	NPC473422
Remote Similarity	0.68	NPC268077
Remote Similarity	0.6795	NPC198503
Remote Similarity	0.6786	NPC311357
Remote Similarity	0.6784	NPC270241
Remote Similarity	0.677	NPC477161
Remote Similarity	0.677	NPC225400
Remote Similarity	0.6757	NPC71124
Remote Similarity	0.675	NPC473186
Remote Similarity	0.674	NPC472538
Remote Similarity	0.674	NPC470786
Remote Similarity	0.6723	NPC280799
Remote Similarity	0.6712	NPC22476
Remote Similarity	0.6695	NPC244425
Remote Similarity	0.6695	NPC305984
Remote Similarity	0.6695	NPC15384
Remote Similarity	0.6694	NPC39370
Remote Similarity	0.6681	NPC470018
Remote Similarity	0.668	NPC67401
Remote Similarity	0.668	NPC208522
Remote Similarity	0.6667	NPC249583
Remote Similarity	0.6667	NPC303658
Remote Similarity	0.6667	NPC478009
Remote Similarity	0.6667	NPC329480
Remote Similarity	0.6667	NPC470023
Remote Similarity	0.6667	NPC303374
Remote Similarity	0.6667	NPC16249
Remote Similarity	0.6652	NPC254957
Remote Similarity	0.6638	NPC100573
Remote Similarity	0.6638	NPC207873
Remote Similarity	0.6627	NPC191489
Remote Similarity	0.6624	NPC313327
Remote Similarity	0.6622	NPC67904
Remote Similarity	0.6622	NPC230313
Remote Similarity	0.6621	NPC124626
Remote Similarity	0.6618	NPC93653
Remote Similarity	0.6612	NPC49547
Remote Similarity	0.661	NPC225279
Remote Similarity	0.6609	NPC471561
Remote Similarity	0.6606	NPC79213
Remote Similarity	0.6594	NPC4687
Remote Similarity	0.6594	NPC478075
Remote Similarity	0.6591	NPC283207
Remote Similarity	0.659	NPC323858
Remote Similarity	0.6587	NPC289776
Remote Similarity	0.6587	NPC133470
Remote Similarity	0.6587	NPC191863
Remote Similarity	0.6584	NPC329631
Remote Similarity	0.6579	NPC87714
Remote Similarity	0.657	NPC474688
Remote Similarity	0.6569	NPC21638
Remote Similarity	0.6561	NPC92803
Remote Similarity	0.6561	NPC244543
Remote Similarity	0.656	NPC235194
Remote Similarity	0.655	NPC45190
Remote Similarity	0.6547	NPC243626
Remote Similarity	0.6544	NPC314659
Remote Similarity	0.654	NPC472099
Remote Similarity	0.6538	NPC50562
Remote Similarity	0.6538	NPC478010
Remote Similarity	0.6537	NPC475133
Remote Similarity	0.6532	NPC469722
Remote Similarity	0.6531	NPC154922
Remote Similarity	0.6528	NPC85613
Remote Similarity	0.6528	NPC283810
Remote Similarity	0.6526	NPC307640
Remote Similarity	0.6525	NPC88923
Remote Similarity	0.6525	NPC100734
Remote Similarity	0.6525	NPC315634
Remote Similarity	0.6524	NPC308137
Remote Similarity	0.6524	NPC264176
Remote Similarity	0.6524	NPC310211
Remote Similarity	0.6524	NPC299582
Remote Similarity	0.6523	NPC478006
Remote Similarity	0.6516	NPC174629
Remote Similarity	0.6515	NPC74575
Remote Similarity	0.6511	NPC67658
Remote Similarity	0.6511	NPC322064
Remote Similarity	0.6509	NPC470020
Remote Similarity	0.6509	NPC25961
Remote Similarity	0.6504	NPC6786
Remote Similarity	0.6504	NPC212163
Remote Similarity	0.65	NPC122886
Remote Similarity	0.65	NPC473449
Remote Similarity	0.65	NPC315467
Remote Similarity	0.6498	NPC197335
Remote Similarity	0.6496	NPC473006
Remote Similarity	0.6496	NPC314882
Remote Similarity	0.6489	NPC470021
Remote Similarity	0.6486	NPC475411
Remote Similarity	0.6485	NPC220851
Remote Similarity	0.6485	NPC144452
Remote Similarity	0.6485	NPC9373
Remote Similarity	0.6484	NPC473007
Remote Similarity	0.6483	NPC169402
Remote Similarity	0.6482	NPC133609
Remote Similarity	0.6482	NPC137353
Remote Similarity	0.6481	NPC87413
Remote Similarity	0.6478	NPC300156
Remote Similarity	0.6478	NPC131486
Remote Similarity	0.6476	NPC138830
Remote Similarity	0.6471	NPC150239
Remote Similarity	0.6471	NPC477533
Remote Similarity	0.6471	NPC18890
Remote Similarity	0.6463	NPC295548
Remote Similarity	0.6463	NPC41216
Remote Similarity	0.6459	NPC284685
Remote Similarity	0.6457	NPC189079
Remote Similarity	0.6457	NPC204970
Remote Similarity	0.6457	NPC473004
Remote Similarity	0.6456	NPC77777
Remote Similarity	0.6455	NPC87391
Remote Similarity	0.6447	NPC295676
Remote Similarity	0.6447	NPC232600
Remote Similarity	0.6447	NPC214368
Remote Similarity	0.6445	NPC471771
Remote Similarity	0.6445	NPC471130
Remote Similarity	0.6445	NPC290755
Remote Similarity	0.6445	NPC304074
Remote Similarity	0.6444	NPC470787
Remote Similarity	0.6444	NPC472540
Remote Similarity	0.6444	NPC472539
Remote Similarity	0.6442	NPC319320
Remote Similarity	0.6442	NPC287757
Remote Similarity	0.6441	NPC38964
Remote Similarity	0.6441	NPC471195
Remote Similarity	0.6441	NPC313293
Remote Similarity	0.6441	NPC471196
Remote Similarity	0.6441	NPC473008
Remote Similarity	0.644	NPC142385
Remote Similarity	0.6437	NPC184680
Remote Similarity	0.6435	NPC475147
Remote Similarity	0.6432	NPC241263
Remote Similarity	0.6429	NPC168209
Remote Similarity	0.6426	NPC475844
Remote Similarity	0.6425	NPC21425
Remote Similarity	0.6422	NPC90185
Remote Similarity	0.6422	NPC330683
Remote Similarity	0.6422	NPC329567
Remote Similarity	0.642	NPC274640
Remote Similarity	0.6419	NPC295898
Remote Similarity	0.6419	NPC473005
Remote Similarity	0.6419	NPC164608
Remote Similarity	0.6419	NPC52801
Remote Similarity	0.6416	NPC472542
Remote Similarity	0.6416	NPC472541
Remote Similarity	0.6414	NPC126556
Remote Similarity	0.6411	NPC470785
Remote Similarity	0.6411	NPC470784
Remote Similarity	0.641	NPC471532
Remote Similarity	0.641	NPC187501
Remote Similarity	0.6409	NPC49184
Remote Similarity	0.6405	NPC24370
Remote Similarity	0.6405	NPC319232
Remote Similarity	0.6404	NPC25897
Remote Similarity	0.6402	NPC471604
Remote Similarity	0.6402	NPC478007
Remote Similarity	0.64	NPC113455
Remote Similarity	0.64	NPC72905
Remote Similarity	0.6398	NPC116238
Remote Similarity	0.6398	NPC223207
Remote Similarity	0.6398	NPC477979
Remote Similarity	0.6397	NPC470017
Remote Similarity	0.6397	NPC473187
Remote Similarity	0.6389	NPC475666
Remote Similarity	0.6389	NPC120239
Remote Similarity	0.6388	NPC234933
Remote Similarity	0.6387	NPC82056
Remote Similarity	0.6387	NPC247803
Remote Similarity	0.6387	NPC46561
Remote Similarity	0.6381	NPC472589
Remote Similarity	0.6381	NPC478083
Remote Similarity	0.6379	NPC478078
Remote Similarity	0.6375	NPC75179
Remote Similarity	0.6372	NPC303214
Remote Similarity	0.6372	NPC73280
Remote Similarity	0.6371	NPC148183

Drug Structure

NPD8311 OpenBabel08211713012D 53 58 0 0 1 0 0 0 0 0999 V2000 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 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 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 -9.5263 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -5.0000 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 4.3301 -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 -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 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 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 -4.3301 -4.5000 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 -9.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 2.5981 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 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 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -5.0000 0.0000 F 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 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 27 1 0 0 0 0 3 47 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 30 2 0 0 0 0 10 30 1 0 0 0 0 11 35 2 0 0 0 0 12 36 2 0 0 0 0 13 19 1 0 0 0 0 13 28 2 0 0 0 0 14 20 2 0 0 0 0 14 28 1 0 0 0 0 15 21 1 0 0 0 0 15 29 2 0 0 0 0 16 22 2 0 0 0 0 16 29 1 0 0 0 0 17 23 1 0 0 0 0 17 32 2 0 0 0 0 18 24 2 0 0 0 0 18 31 1 0 0 0 0 19 33 2 0 0 0 0 20 33 1 0 0 0 0 21 34 2 0 0 0 0 22 34 1 0 0 0 0 23 37 2 0 0 0 0 24 38 1 0 0 0 0 25 31 2 0 0 0 0 25 32 1 0 0 0 0 26 28 1 0 0 0 0 26 47 1 0 0 0 0 27 51 1 0 0 0 0 29 35 1 0 0 0 0 30 39 1 0 0 0 0 31 37 1 0 0 0 0 32 40 1 0 0 0 0 33 43 1 0 0 0 0 34 51 1 0 0 0 0 35 36 1 0 0 0 0 36 41 1 0 0 0 0 37 44 1 0 0 0 0 38 44 1 0 0 0 0 38 45 2 3 0 0 0 39 42 1 1 0 0 0 39 46 1 0 0 0 0 40 46 1 0 0 0 0 40 48 2 0 0 0 0 41 45 1 0 0 0 0 41 49 2 0 0 0 0 42 47 1 0 0 0 0 42 50 2 0 0 0 0 44 52 1 0 0 0 0 46 53 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000150
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	680.28
ALogP	-1.8202
MLogP	5.09
XLogP	11.919
HDA	7
HBD	2
Rotatable Bonds	17
TPSA	100.1
RO5 Violation	2