NPASS drugs

Drug Information

Drug ID:	NPD5094
Drug Name:	Dasatinib
Molecular Formula:	C22H26ClN7O2S
Canonical SMILES:	OCCN1CCN(CC1)c1cc(nc(n1)C)Nc1ncc(s1)C(=Nc1c(C)cccc1Cl)O
Standard InCHI:	InChI=1S/C22H26ClN7O2S/c1-14-4-3-5-16(23)20(14)28-21(32)17-13-24-22(33-17)27-18-12-19(26-15(2)25-18)30-8-6-29(7-9-30)10-11-31/h3-5,12-13,31H,6-11H2,1-2H3,(H,28,32)(H,24,25,26,27)
Standard InCHIKey:	ZBNZXTGUTAYRHI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5094

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	564
0.1-0.2	10374
0.2-0.3	14166
0.3-0.4	2561
0.4-0.5	1902
0.5-0.6	1257
0.6-0.7	66
0.7-0.8	0
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
Remote Similarity	0.6637	NPC469308
Remote Similarity	0.662	NPC317054
Remote Similarity	0.6573	NPC39092
Remote Similarity	0.6555	NPC216221
Remote Similarity	0.6513	NPC77022
Remote Similarity	0.6498	NPC149014
Remote Similarity	0.6488	NPC107160
Remote Similarity	0.6456	NPC173344
Remote Similarity	0.6441	NPC472289
Remote Similarity	0.6438	NPC471609
Remote Similarity	0.6405	NPC19170
Remote Similarity	0.6364	NPC130570
Remote Similarity	0.6345	NPC470731
Remote Similarity	0.6327	NPC297862
Remote Similarity	0.6308	NPC49217
Remote Similarity	0.6298	NPC469975
Remote Similarity	0.6286	NPC476464
Remote Similarity	0.6273	NPC164228
Remote Similarity	0.6266	NPC250178
Remote Similarity	0.6265	NPC56271
Remote Similarity	0.6255	NPC312942
Remote Similarity	0.6255	NPC327095
Remote Similarity	0.6238	NPC120070
Remote Similarity	0.623	NPC40455
Remote Similarity	0.623	NPC476817
Remote Similarity	0.6226	NPC477591
Remote Similarity	0.6218	NPC471603
Remote Similarity	0.6216	NPC48938
Remote Similarity	0.6208	NPC470732
Remote Similarity	0.6189	NPC253987
Remote Similarity	0.6168	NPC470203
Remote Similarity	0.6161	NPC476219
Remote Similarity	0.6157	NPC294693
Remote Similarity	0.6143	NPC163055
Remote Similarity	0.6134	NPC147810
Remote Similarity	0.6124	NPC282531
Remote Similarity	0.6122	NPC150447
Remote Similarity	0.6121	NPC470204
Remote Similarity	0.6101	NPC164664
Remote Similarity	0.6101	NPC116961
Remote Similarity	0.6099	NPC477891
Remote Similarity	0.6083	NPC193370
Remote Similarity	0.6078	NPC265576
Remote Similarity	0.6073	NPC476688
Remote Similarity	0.6073	NPC105758
Remote Similarity	0.6073	NPC476686
Remote Similarity	0.6055	NPC278874
Remote Similarity	0.6045	NPC208060
Remote Similarity	0.6042	NPC124636
Remote Similarity	0.6042	NPC54981
Remote Similarity	0.604	NPC470730
Remote Similarity	0.604	NPC477175
Remote Similarity	0.6036	NPC248454
Remote Similarity	0.6036	NPC68354
Remote Similarity	0.6032	NPC63279
Remote Similarity	0.6027	NPC233936
Remote Similarity	0.6019	NPC225018
Remote Similarity	0.6019	NPC40070
Remote Similarity	0.6016	NPC475969
Remote Similarity	0.6016	NPC160666
Remote Similarity	0.6016	NPC475859
Remote Similarity	0.6016	NPC21461
Remote Similarity	0.6009	NPC215795
Remote Similarity	0.6009	NPC176199
Remote Similarity	0.6008	NPC158055
Remote Similarity	0.6008	NPC297642
Remote Similarity	0.5992	NPC165743
Remote Similarity	0.5992	NPC282247
Remote Similarity	0.5991	NPC78375
Remote Similarity	0.5991	NPC476446
Remote Similarity	0.5991	NPC469813
Remote Similarity	0.5984	NPC103687
Remote Similarity	0.5984	NPC132631
Remote Similarity	0.5983	NPC66699
Remote Similarity	0.5982	NPC16659
Remote Similarity	0.5982	NPC24864
Remote Similarity	0.5982	NPC314919
Remote Similarity	0.5977	NPC41982
Remote Similarity	0.5976	NPC69843
Remote Similarity	0.5972	NPC122141
Remote Similarity	0.5966	NPC475288
Remote Similarity	0.5956	NPC144114
Remote Similarity	0.5953	NPC469762
Remote Similarity	0.5951	NPC471312
Remote Similarity	0.5949	NPC143325
Remote Similarity	0.5946	NPC37423
Remote Similarity	0.5946	NPC275305
Remote Similarity	0.5943	NPC24678
Remote Similarity	0.5943	NPC177996
Remote Similarity	0.5943	NPC147983
Remote Similarity	0.5943	NPC105818
Remote Similarity	0.5938	NPC265710
Remote Similarity	0.5935	NPC476297
Remote Similarity	0.5931	NPC314058
Remote Similarity	0.5931	NPC316359
Remote Similarity	0.5931	NPC316018
Remote Similarity	0.5931	NPC315617
Remote Similarity	0.593	NPC295452
Remote Similarity	0.593	NPC171393
Remote Similarity	0.5928	NPC470498
Remote Similarity	0.5926	NPC92796
Remote Similarity	0.5926	NPC135141
Remote Similarity	0.5924	NPC471957
Remote Similarity	0.5924	NPC470500
Remote Similarity	0.5919	NPC150048
Remote Similarity	0.5919	NPC203754
Remote Similarity	0.5918	NPC267811
Remote Similarity	0.5917	NPC71238
Remote Similarity	0.5917	NPC116555
Remote Similarity	0.5915	NPC216713
Remote Similarity	0.5915	NPC470233
Remote Similarity	0.5913	NPC477176
Remote Similarity	0.5913	NPC470729
Remote Similarity	0.5907	NPC469785
Remote Similarity	0.5905	NPC314372
Remote Similarity	0.5903	NPC284678
Remote Similarity	0.5903	NPC108011
Remote Similarity	0.5901	NPC472123
Remote Similarity	0.5894	NPC32002
Remote Similarity	0.5894	NPC315348
Remote Similarity	0.5893	NPC326575
Remote Similarity	0.5889	NPC477177
Remote Similarity	0.5889	NPC474877
Remote Similarity	0.5882	NPC91895
Remote Similarity	0.5878	NPC471192
Remote Similarity	0.5877	NPC15102
Remote Similarity	0.5875	NPC175916
Remote Similarity	0.5875	NPC166492
Remote Similarity	0.5875	NPC473362
Remote Similarity	0.5875	NPC178664
Remote Similarity	0.5874	NPC469938
Remote Similarity	0.5872	NPC224632
Remote Similarity	0.5868	NPC5145
Remote Similarity	0.5864	NPC475920
Remote Similarity	0.5862	NPC471322
Remote Similarity	0.5862	NPC477166
Remote Similarity	0.5862	NPC304187
Remote Similarity	0.5859	NPC472109
Remote Similarity	0.5859	NPC472110
Remote Similarity	0.5858	NPC470505
Remote Similarity	0.5852	NPC474707
Remote Similarity	0.5852	NPC94752
Remote Similarity	0.5849	NPC201380
Remote Similarity	0.5849	NPC179787
Remote Similarity	0.5849	NPC114209
Remote Similarity	0.5848	NPC280852
Remote Similarity	0.5845	NPC311276
Remote Similarity	0.5845	NPC40779
Remote Similarity	0.5845	NPC317105
Remote Similarity	0.5845	NPC102423
Remote Similarity	0.5837	NPC63751
Remote Similarity	0.5837	NPC476454
Remote Similarity	0.5837	NPC317430
Remote Similarity	0.5837	NPC474177
Remote Similarity	0.583	NPC313791
Remote Similarity	0.5829	NPC159856
Remote Similarity	0.5826	NPC317030
Remote Similarity	0.5826	NPC204565
Remote Similarity	0.5822	NPC473380
Remote Similarity	0.5822	NPC240088
Remote Similarity	0.5822	NPC59269
Remote Similarity	0.5822	NPC321911
Remote Similarity	0.582	NPC6865
Remote Similarity	0.582	NPC153980
Remote Similarity	0.5816	NPC138562
Remote Similarity	0.5815	NPC307191
Remote Similarity	0.5814	NPC469765
Remote Similarity	0.5814	NPC25008
Remote Similarity	0.5814	NPC259644
Remote Similarity	0.5814	NPC469786
Remote Similarity	0.5814	NPC469760
Remote Similarity	0.5814	NPC469763
Remote Similarity	0.5814	NPC161108
Remote Similarity	0.5814	NPC325903
Remote Similarity	0.5814	NPC73952
Remote Similarity	0.5814	NPC200214
Remote Similarity	0.5812	NPC133366
Remote Similarity	0.5811	NPC194411
Remote Similarity	0.581	NPC190296
Remote Similarity	0.5806	NPC469897
Remote Similarity	0.5802	NPC63545
Remote Similarity	0.5801	NPC255909
Remote Similarity	0.5801	NPC173028
Remote Similarity	0.5801	NPC65215
Remote Similarity	0.5796	NPC133261
Remote Similarity	0.5796	NPC11126
Remote Similarity	0.5794	NPC153467
Remote Similarity	0.5792	NPC49954
Remote Similarity	0.5792	NPC471614
Remote Similarity	0.5792	NPC125659
Remote Similarity	0.5792	NPC160105
Remote Similarity	0.5792	NPC474561
Remote Similarity	0.5792	NPC168702
Remote Similarity	0.5792	NPC54988
Remote Similarity	0.5789	NPC139291
Remote Similarity	0.5789	NPC472108
Remote Similarity	0.5789	NPC161143
Remote Similarity	0.5787	NPC75540
Remote Similarity	0.5787	NPC212376
Remote Similarity	0.5787	NPC470507

Drug Structure

NPD5094 OpenBabel08211706322D 36 39 0 0 0 0 0 0 0 0999 V2000 -0.4598 3.4826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5411 -4.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0366 4.0826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0421 4.1871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4434 3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1391 -0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0052 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2731 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1391 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8712 -0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7372 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5411 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4543 3.3781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5411 -3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8556 2.3600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6750 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4071 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8611 2.4646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2788 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2623 1.4465 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.6180 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6750 -3.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4071 -3.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2733 1.6555 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0052 -0.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2731 -1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6032 -0.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1280 2.6736 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 -0.0570 -2.0878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4693 -0.5878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1225 2.7781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 14 1 0 0 0 0 5 16 2 0 0 0 0 6 8 1 0 0 0 0 6 29 1 0 0 0 0 7 9 1 0 0 0 0 7 29 1 0 0 0 0 8 30 1 0 0 0 0 9 30 1 0 0 0 0 10 11 1 0 0 0 0 10 29 1 0 0 0 0 11 31 1 0 0 0 0 12 18 2 0 0 0 0 12 19 1 0 0 0 0 13 17 2 0 0 0 0 13 24 1 0 0 0 0 14 20 2 0 0 0 0 15 25 2 0 0 0 0 15 26 1 0 0 0 0 16 20 1 0 0 0 0 16 23 1 0 0 0 0 17 21 1 0 0 0 0 17 33 1 0 0 0 0 18 25 1 0 0 0 0 18 27 1 0 0 0 0 19 26 2 0 0 0 0 19 30 1 0 0 0 0 20 28 1 0 0 0 0 21 28 2 3 0 0 0 21 32 1 0 0 0 0 22 24 2 0 0 0 0 22 27 1 0 0 0 0 22 33 1 0 0 0 0 27 34 1 0 0 0 0 31 35 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000004
DrugBank	DB01254
ChEMBL	CHEMBL1421
IUPHAR/BPS	5678
PharmaGKB	PA162372878
KEGG Drug	D03658
PubChem CID	3062316
ChEBI	49375
CAS Number	302962-49-8

Drug Properties

Molecular Weight	487.16
ALogP	1.1619
MLogP	2.67
XLogP	2.807
HDA	9
HBD	3
Rotatable Bonds	12
TPSA	138.24
RO5 Violation	0