NPASS drugs

Drug Information

Drug ID:	NPD5539
Drug Name:	Sapitinib
Molecular Formula:	C23H25ClFN5O3
Canonical SMILES:	CN=C(CN1CCC(CC1)Oc1cc2c(ncnc2cc1OC)Nc1cccc(c1F)Cl)O
Standard InCHI:	InChI=1S/C23H25ClFN5O3/c1-26-21(31)12-30-8-6-14(7-9-30)33-20-10-15-18(11-19(20)32-2)27-13-28-23(15)29-17-5-3-4-16(24)22(17)25/h3-5,10-11,13-14H,6-9,12H2,1-2H3,(H,26,31)(H,27,28,29)
Standard InCHIKey:	DFJSJLGUIXFDJP-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5539

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	570
0.1-0.2	5719
0.2-0.3	7599
0.3-0.4	9823
0.4-0.5	4682
0.5-0.6	2042
0.6-0.7	433
0.7-0.8	21
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	0.9821	NPC56271
Intermediate Similarity	0.7294	NPC472031
Intermediate Similarity	0.7294	NPC472066
Intermediate Similarity	0.7294	NPC472067
Intermediate Similarity	0.7216	NPC472068
Intermediate Similarity	0.7197	NPC162530
Intermediate Similarity	0.7149	NPC16452
Intermediate Similarity	0.7149	NPC36229
Intermediate Similarity	0.7149	NPC476581
Intermediate Similarity	0.7108	NPC160666
Intermediate Similarity	0.7083	NPC112206
Intermediate Similarity	0.7083	NPC202605
Intermediate Similarity	0.7082	NPC476578
Intermediate Similarity	0.7082	NPC4071
Intermediate Similarity	0.7082	NPC476582
Intermediate Similarity	0.7078	NPC173080
Intermediate Similarity	0.7033	NPC280272
Intermediate Similarity	0.7021	NPC31930
Intermediate Similarity	0.7012	NPC316981
Intermediate Similarity	0.7008	NPC30540
Intermediate Similarity	0.7004	NPC130570
Intermediate Similarity	0.7	NPC290689
Remote Similarity	0.6996	NPC295228
Remote Similarity	0.6983	NPC266931
Remote Similarity	0.6983	NPC469592
Remote Similarity	0.6983	NPC471080
Remote Similarity	0.6967	NPC473513
Remote Similarity	0.6942	NPC53069
Remote Similarity	0.6942	NPC296482
Remote Similarity	0.6942	NPC202768
Remote Similarity	0.692	NPC135887
Remote Similarity	0.692	NPC199277
Remote Similarity	0.6911	NPC308906
Remote Similarity	0.6897	NPC195268
Remote Similarity	0.6897	NPC133140
Remote Similarity	0.6888	NPC469589
Remote Similarity	0.6875	NPC313189
Remote Similarity	0.687	NPC469594
Remote Similarity	0.6862	NPC264166
Remote Similarity	0.6862	NPC329708
Remote Similarity	0.6862	NPC165349
Remote Similarity	0.6862	NPC274291
Remote Similarity	0.6862	NPC118832
Remote Similarity	0.6862	NPC47059
Remote Similarity	0.6862	NPC285558
Remote Similarity	0.6846	NPC475910
Remote Similarity	0.6842	NPC250178
Remote Similarity	0.6842	NPC193267
Remote Similarity	0.6842	NPC213530
Remote Similarity	0.6835	NPC315957
Remote Similarity	0.6833	NPC472111
Remote Similarity	0.6803	NPC96405
Remote Similarity	0.6803	NPC171409
Remote Similarity	0.68	NPC312872
Remote Similarity	0.679	NPC167860
Remote Similarity	0.679	NPC123976
Remote Similarity	0.6783	NPC471614
Remote Similarity	0.6772	NPC201508
Remote Similarity	0.677	NPC473183
Remote Similarity	0.6769	NPC477796
Remote Similarity	0.6769	NPC477805
Remote Similarity	0.6769	NPC477806
Remote Similarity	0.6769	NPC477795
Remote Similarity	0.6765	NPC234197
Remote Similarity	0.675	NPC162484
Remote Similarity	0.6746	NPC132631
Remote Similarity	0.6746	NPC103687
Remote Similarity	0.6736	NPC135549
Remote Similarity	0.6729	NPC303374
Remote Similarity	0.6725	NPC144114
Remote Similarity	0.6721	NPC477110
Remote Similarity	0.6719	NPC255800
Remote Similarity	0.6719	NPC96584
Remote Similarity	0.6695	NPC329747
Remote Similarity	0.6695	NPC477019
Remote Similarity	0.6695	NPC329793
Remote Similarity	0.6693	NPC473184
Remote Similarity	0.6681	NPC204385
Remote Similarity	0.668	NPC469554
Remote Similarity	0.6667	NPC471603
Remote Similarity	0.6667	NPC473822
Remote Similarity	0.6654	NPC41501
Remote Similarity	0.6654	NPC187145
Remote Similarity	0.6653	NPC219664
Remote Similarity	0.6653	NPC307963
Remote Similarity	0.6642	NPC51854
Remote Similarity	0.6639	NPC18348
Remote Similarity	0.6639	NPC476465
Remote Similarity	0.6639	NPC477111
Remote Similarity	0.6614	NPC214980
Remote Similarity	0.6612	NPC223427
Remote Similarity	0.6612	NPC201697
Remote Similarity	0.6604	NPC9729
Remote Similarity	0.66	NPC23614
Remote Similarity	0.66	NPC100079
Remote Similarity	0.6599	NPC203168
Remote Similarity	0.6599	NPC48353
Remote Similarity	0.6598	NPC232727
Remote Similarity	0.6597	NPC251090
Remote Similarity	0.6588	NPC473185
Remote Similarity	0.6583	NPC287437
Remote Similarity	0.6578	NPC316756
Remote Similarity	0.6576	NPC475253
Remote Similarity	0.6573	NPC149471
Remote Similarity	0.6573	NPC271215
Remote Similarity	0.6568	NPC92111
Remote Similarity	0.6562	NPC314954
Remote Similarity	0.6562	NPC471762
Remote Similarity	0.6562	NPC476997
Remote Similarity	0.6559	NPC208284
Remote Similarity	0.6557	NPC476106
Remote Similarity	0.6556	NPC176538
Remote Similarity	0.6555	NPC131017
Remote Similarity	0.6553	NPC472289
Remote Similarity	0.6553	NPC230805
Remote Similarity	0.6549	NPC2497
Remote Similarity	0.6548	NPC472099
Remote Similarity	0.6546	NPC235076
Remote Similarity	0.6542	NPC72211
Remote Similarity	0.6537	NPC476996
Remote Similarity	0.6537	NPC476998
Remote Similarity	0.6532	NPC251160
Remote Similarity	0.6531	NPC193777
Remote Similarity	0.6525	NPC76748
Remote Similarity	0.6523	NPC157931
Remote Similarity	0.652	NPC170114
Remote Similarity	0.652	NPC164664
Remote Similarity	0.6518	NPC188420
Remote Similarity	0.6518	NPC5145
Remote Similarity	0.6513	NPC184680
Remote Similarity	0.6511	NPC66083
Remote Similarity	0.6509	NPC206201
Remote Similarity	0.6509	NPC477891
Remote Similarity	0.6508	NPC46451
Remote Similarity	0.6506	NPC478074
Remote Similarity	0.6504	NPC470931
Remote Similarity	0.6502	NPC475112
Remote Similarity	0.6502	NPC291535
Remote Similarity	0.6502	NPC475085
Remote Similarity	0.6502	NPC66815
Remote Similarity	0.6498	NPC66777
Remote Similarity	0.6498	NPC476994
Remote Similarity	0.6496	NPC118121
Remote Similarity	0.6496	NPC132385
Remote Similarity	0.649	NPC470164
Remote Similarity	0.649	NPC323345
Remote Similarity	0.649	NPC477113
Remote Similarity	0.6489	NPC470785
Remote Similarity	0.6488	NPC249040
Remote Similarity	0.6486	NPC101543
Remote Similarity	0.6485	NPC326634
Remote Similarity	0.6483	NPC296527
Remote Similarity	0.648	NPC470549
Remote Similarity	0.6479	NPC270515
Remote Similarity	0.6477	NPC171393
Remote Similarity	0.6477	NPC295452
Remote Similarity	0.6473	NPC115595
Remote Similarity	0.6471	NPC284685
Remote Similarity	0.6468	NPC204446
Remote Similarity	0.6466	NPC264176
Remote Similarity	0.6463	NPC208060
Remote Similarity	0.6462	NPC473182
Remote Similarity	0.6461	NPC267423
Remote Similarity	0.6458	NPC70259
Remote Similarity	0.6456	NPC471593
Remote Similarity	0.6453	NPC84478
Remote Similarity	0.6453	NPC284559
Remote Similarity	0.6452	NPC11464
Remote Similarity	0.6452	NPC471304
Remote Similarity	0.6443	NPC17565
Remote Similarity	0.6439	NPC99891
Remote Similarity	0.6437	NPC277351
Remote Similarity	0.6434	NPC252251
Remote Similarity	0.6432	NPC70956
Remote Similarity	0.6432	NPC243834
Remote Similarity	0.6431	NPC122463
Remote Similarity	0.6426	NPC242923
Remote Similarity	0.6426	NPC470784
Remote Similarity	0.642	NPC121772
Remote Similarity	0.642	NPC11017
Remote Similarity	0.6419	NPC476688
Remote Similarity	0.6419	NPC476686
Remote Similarity	0.6419	NPC258773
Remote Similarity	0.6419	NPC105758
Remote Similarity	0.6417	NPC477533
Remote Similarity	0.6417	NPC43787
Remote Similarity	0.6417	NPC174049
Remote Similarity	0.6417	NPC205934
Remote Similarity	0.6417	NPC132642
Remote Similarity	0.6415	NPC39092
Remote Similarity	0.641	NPC176127
Remote Similarity	0.6408	NPC475774
Remote Similarity	0.6406	NPC65277
Remote Similarity	0.6404	NPC278874
Remote Similarity	0.6402	NPC99666
Remote Similarity	0.64	NPC26679
Remote Similarity	0.64	NPC472098
Remote Similarity	0.64	NPC94157
Remote Similarity	0.6398	NPC180504
Remote Similarity	0.6395	NPC110151

Drug Structure

NPD5539 OpenBabel08211708292D 35 38 0 0 1 0 0 0 0 0999 V2000 -2.5981 6.5000 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 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 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 -5.1962 3.0000 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 -2.5981 0.5000 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 4.5000 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 1.5000 0.0000 C 0 0 3 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 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 -3.4641 -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 -3.4641 5.0000 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 2.5981 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 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 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 -4.3301 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 O 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 -4.3301 0.5000 0.0000 O 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 -2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 32 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 16 1 0 0 0 0 5 17 2 0 0 0 0 6 8 1 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 14 1 0 0 0 0 8 30 1 0 0 0 0 9 30 1 0 0 0 0 10 15 2 0 0 0 0 10 20 1 0 0 0 0 11 18 2 0 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 12 30 1 0 0 0 0 13 27 2 0 0 0 0 13 28 1 0 0 0 0 14 33 1 0 0 0 0 15 18 1 0 0 0 0 15 23 1 0 0 0 0 16 22 2 0 0 0 0 16 24 1 0 0 0 0 17 22 1 0 0 0 0 17 29 1 0 0 0 0 18 27 1 0 0 0 0 19 20 2 0 0 0 0 19 32 1 0 0 0 0 20 33 1 0 0 0 0 21 26 2 3 0 0 0 21 31 1 0 0 0 0 22 25 1 0 0 0 0 23 28 2 0 0 0 0 23 29 1 0 0 0 0 29 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000486
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11488320
ChEBI
CAS Number

Drug Properties

Molecular Weight	473.16
ALogP	-0.5097
MLogP	2.89
XLogP	3.397
HDA	6
HBD	2
Rotatable Bonds	12
TPSA	92.1
RO5 Violation	0