NPASS drugs

Drug Information

Drug ID:	NPD3891
Drug Name:	Defactinib
Molecular Formula:	C20H21F3N8O3S
Canonical SMILES:	CNC(=O)c1ccc(cc1)Nc1ncc(c(=NCc2nccnc2N(S(=O)(=O)C)C)[nH]1)C(F)(F)F
Standard InCHI:	InChI=1S/C20H21F3N8O3S/c1-24-18(32)12-4-6-13(7-5-12)29-19-28-10-14(20(21,22)23)16(30-19)27-11-15-17(26-9-8-25-15)31(2)35(3,33)34/h4-10H,11H2,1-3H3,(H,24,32)(H2,27,28,29,30)
Standard InCHIKey:	FWLMVFUGMHIOAA-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3891

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	495
0.1-0.2	7315
0.2-0.3	13711
0.3-0.4	5781
0.4-0.5	1673
0.5-0.6	1572
0.6-0.7	339
0.7-0.8	2
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	0.8088	NPC177996
Intermediate Similarity	0.8088	NPC147983
Intermediate Similarity	0.7075	NPC116555
Intermediate Similarity	0.7048	NPC317701
Remote Similarity	0.6965	NPC21429
Remote Similarity	0.6944	NPC153980
Remote Similarity	0.6944	NPC6865
Remote Similarity	0.69	NPC16659
Remote Similarity	0.6898	NPC72956
Remote Similarity	0.6881	NPC477003
Remote Similarity	0.6869	NPC469529
Remote Similarity	0.685	NPC265710
Remote Similarity	0.6847	NPC308931
Remote Similarity	0.6847	NPC99939
Remote Similarity	0.6842	NPC251391
Remote Similarity	0.6818	NPC267811
Remote Similarity	0.6816	NPC73994
Remote Similarity	0.6816	NPC40530
Remote Similarity	0.6816	NPC314281
Remote Similarity	0.6814	NPC17273
Remote Similarity	0.6814	NPC141612
Remote Similarity	0.6814	NPC135601
Remote Similarity	0.6806	NPC120070
Remote Similarity	0.6796	NPC324091
Remote Similarity	0.6792	NPC469308
Remote Similarity	0.6789	NPC471193
Remote Similarity	0.6789	NPC471194
Remote Similarity	0.6773	NPC471192
Remote Similarity	0.6769	NPC478182
Remote Similarity	0.6765	NPC133003
Remote Similarity	0.6743	NPC54981
Remote Similarity	0.6732	NPC476527
Remote Similarity	0.6731	NPC216550
Remote Similarity	0.6716	NPC285923
Remote Similarity	0.6716	NPC473380
Remote Similarity	0.6716	NPC240088
Remote Similarity	0.6703	NPC2823
Remote Similarity	0.67	NPC317054
Remote Similarity	0.67	NPC191415
Remote Similarity	0.6684	NPC478184
Remote Similarity	0.6684	NPC123906
Remote Similarity	0.6683	NPC11126
Remote Similarity	0.6667	NPC103119
Remote Similarity	0.665	NPC88110
Remote Similarity	0.6649	NPC313889
Remote Similarity	0.6634	NPC83774
Remote Similarity	0.6634	NPC467063
Remote Similarity	0.6634	NPC228835
Remote Similarity	0.6633	NPC91895
Remote Similarity	0.6633	NPC470203
Remote Similarity	0.6633	NPC478185
Remote Similarity	0.662	NPC88115
Remote Similarity	0.6619	NPC326422
Remote Similarity	0.6616	NPC56233
Remote Similarity	0.6615	NPC70406
Remote Similarity	0.6615	NPC293487
Remote Similarity	0.6615	NPC117032
Remote Similarity	0.6614	NPC467188
Remote Similarity	0.6606	NPC71238
Remote Similarity	0.6605	NPC472063
Remote Similarity	0.6605	NPC472069
Remote Similarity	0.6605	NPC472062
Remote Similarity	0.6604	NPC167710
Remote Similarity	0.6603	NPC476460
Remote Similarity	0.6602	NPC476341
Remote Similarity	0.659	NPC472064
Remote Similarity	0.6588	NPC294693
Remote Similarity	0.6585	NPC102755
Remote Similarity	0.6583	NPC70949
Remote Similarity	0.6582	NPC122141
Remote Similarity	0.6582	NPC470204
Remote Similarity	0.6569	NPC61011
Remote Similarity	0.6564	NPC476817
Remote Similarity	0.6557	NPC102592
Remote Similarity	0.6557	NPC79356
Remote Similarity	0.6548	NPC225018
Remote Similarity	0.6545	NPC105811
Remote Similarity	0.6542	NPC284338
Remote Similarity	0.6533	NPC478183
Remote Similarity	0.6528	NPC472260
Remote Similarity	0.6528	NPC106757
Remote Similarity	0.6526	NPC475286
Remote Similarity	0.6526	NPC174281
Remote Similarity	0.6507	NPC255909
Remote Similarity	0.6505	NPC470205
Remote Similarity	0.6502	NPC151635
Remote Similarity	0.6477	NPC471655
Remote Similarity	0.6473	NPC470731
Remote Similarity	0.6473	NPC470732
Remote Similarity	0.6473	NPC46895
Remote Similarity	0.6471	NPC157583
Remote Similarity	0.6471	NPC14849
Remote Similarity	0.6468	NPC32534
Remote Similarity	0.6465	NPC477004
Remote Similarity	0.6465	NPC136957
Remote Similarity	0.6465	NPC19696
Remote Similarity	0.6462	NPC209362
Remote Similarity	0.6459	NPC17059
Remote Similarity	0.6458	NPC100726
Remote Similarity	0.6457	NPC282247
Remote Similarity	0.6453	NPC248862
Remote Similarity	0.6453	NPC328611
Remote Similarity	0.6449	NPC106824
Remote Similarity	0.6447	NPC80681
Remote Similarity	0.6438	NPC267078
Remote Similarity	0.6438	NPC935
Remote Similarity	0.6438	NPC472065
Remote Similarity	0.6436	NPC262338
Remote Similarity	0.6432	NPC202812
Remote Similarity	0.6432	NPC265100
Remote Similarity	0.6425	NPC282531
Remote Similarity	0.6425	NPC270834
Remote Similarity	0.6425	NPC472070
Remote Similarity	0.6419	NPC34837
Remote Similarity	0.6419	NPC474389
Remote Similarity	0.6413	NPC101165
Remote Similarity	0.641	NPC474357
Remote Similarity	0.6409	NPC243850
Remote Similarity	0.6404	NPC161861
Remote Similarity	0.6402	NPC329765
Remote Similarity	0.6402	NPC476526
Remote Similarity	0.6402	NPC128244
Remote Similarity	0.6402	NPC48117
Remote Similarity	0.64	NPC233380
Remote Similarity	0.6398	NPC268966
Remote Similarity	0.6395	NPC470323
Remote Similarity	0.6393	NPC473376
Remote Similarity	0.6391	NPC19170
Remote Similarity	0.639	NPC284775
Remote Similarity	0.6389	NPC153123
Remote Similarity	0.6389	NPC268744
Remote Similarity	0.6389	NPC474318
Remote Similarity	0.6389	NPC201266
Remote Similarity	0.6389	NPC475914
Remote Similarity	0.6389	NPC220797
Remote Similarity	0.6385	NPC304203
Remote Similarity	0.6378	NPC476219
Remote Similarity	0.6376	NPC312942
Remote Similarity	0.6376	NPC327095
Remote Similarity	0.6368	NPC114637
Remote Similarity	0.6368	NPC210123
Remote Similarity	0.6364	NPC471191
Remote Similarity	0.6364	NPC474492
Remote Similarity	0.6359	NPC13456
Remote Similarity	0.6359	NPC166209
Remote Similarity	0.6359	NPC147298
Remote Similarity	0.6359	NPC12649
Remote Similarity	0.6359	NPC269203
Remote Similarity	0.6359	NPC182057
Remote Similarity	0.6359	NPC469975
Remote Similarity	0.6359	NPC131450
Remote Similarity	0.6359	NPC77241
Remote Similarity	0.6355	NPC54214
Remote Similarity	0.6352	NPC69843
Remote Similarity	0.6348	NPC40455
Remote Similarity	0.6344	NPC300299
Remote Similarity	0.6338	NPC272458
Remote Similarity	0.6333	NPC62749
Remote Similarity	0.6332	NPC470680
Remote Similarity	0.6332	NPC100104
Remote Similarity	0.633	NPC65408
Remote Similarity	0.6329	NPC24864
Remote Similarity	0.6329	NPC477042
Remote Similarity	0.6324	NPC252572
Remote Similarity	0.6324	NPC471322
Remote Similarity	0.6318	NPC42372
Remote Similarity	0.6313	NPC469897
Remote Similarity	0.6313	NPC237414
Remote Similarity	0.6313	NPC213914
Remote Similarity	0.6313	NPC81535
Remote Similarity	0.6311	NPC237188
Remote Similarity	0.6309	NPC297862
Remote Similarity	0.6308	NPC473878
Remote Similarity	0.6308	NPC474180
Remote Similarity	0.6308	NPC188821
Remote Similarity	0.6303	NPC23476
Remote Similarity	0.6303	NPC477415
Remote Similarity	0.6303	NPC474259
Remote Similarity	0.63	NPC238945
Remote Similarity	0.6296	NPC473814
Remote Similarity	0.6296	NPC78767
Remote Similarity	0.6294	NPC476297
Remote Similarity	0.6294	NPC229055
Remote Similarity	0.6293	NPC293216
Remote Similarity	0.6284	NPC121327
Remote Similarity	0.6281	NPC300238
Remote Similarity	0.6281	NPC477420
Remote Similarity	0.6281	NPC477418
Remote Similarity	0.628	NPC248462
Remote Similarity	0.6279	NPC93390
Remote Similarity	0.6273	NPC476252
Remote Similarity	0.6269	NPC271797
Remote Similarity	0.6269	NPC21174
Remote Similarity	0.6267	NPC470702
Remote Similarity	0.6267	NPC473218
Remote Similarity	0.6263	NPC74357
Remote Similarity	0.6263	NPC84317
Remote Similarity	0.6256	NPC321911
Remote Similarity	0.6256	NPC94752
Remote Similarity	0.625	NPC79777

Drug Structure

NPD3891 OpenBabel08211704332D 38 40 0 0 0 0 0 0 0 0999 V2000 -1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 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 0.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3660 0.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.3660 1.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 4.3301 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 5.1962 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 5.1962 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 31 1 0 0 0 0 3 35 1 0 0 0 0 4 6 1 0 0 0 0 4 12 2 0 0 0 0 5 7 2 0 0 0 0 5 12 1 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 25 2 0 0 0 0 9 26 2 0 0 0 0 10 14 2 0 0 0 0 10 28 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 29 1 0 0 0 0 14 16 1 0 0 0 0 14 20 1 0 0 0 0 15 17 2 0 0 0 0 15 25 1 0 0 0 0 16 27 2 3 0 0 0 16 30 1 0 0 0 0 17 26 1 0 0 0 0 17 31 1 0 0 0 0 18 24 1 0 0 0 0 18 32 2 0 0 0 0 19 28 2 0 0 0 0 19 29 1 0 0 0 0 19 30 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 24 36 1 0 0 0 0 29 37 1 0 0 0 0 30 38 1 0 0 0 0 31 35 1 0 0 0 0 33 35 2 0 0 0 0 34 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004614; DIB000808
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25117126
ChEBI
CAS Number

Drug Properties

Molecular Weight	510.14
ALogP	-1.6176
MLogP	2.01
XLogP	1.817
HDA	11
HBD	3
Rotatable Bonds	15
TPSA	149.42
RO5 Violation	1