NPASS drugs

Drug Information

Drug ID:	NPD6814
Drug Name:	Saracatinib
Molecular Formula:	C27H32ClN5O5
Canonical SMILES:	CN1CCN(CC1)CCOc1cc(OC2CCOCC2)c2c(c1)ncnc2Nc1c(Cl)ccc2c1OCO2
Standard InCHI:	InChI=1S/C27H32ClN5O5/c1-32-6-8-33(9-7-32)10-13-35-19-14-21-24(23(15-19)38-18-4-11-34-12-5-18)27(30-16-29-21)31-25-20(28)2-3-22-26(25)37-17-36-22/h2-3,14-16,18H,4-13,17H2,1H3,(H,29,30,31)
Standard InCHIKey:	OUKYUETWWIPKQR-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6814

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	692
0.1-0.2	5347
0.2-0.3	8097
0.3-0.4	7782
0.4-0.5	7092
0.5-0.6	1635
0.6-0.7	244
0.7-0.8	0
0.8-0.85	1
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	0.8118	NPC56271
Remote Similarity	0.6949	NPC472031
Remote Similarity	0.6949	NPC472067
Remote Similarity	0.6949	NPC472066
Remote Similarity	0.6937	NPC472068
Remote Similarity	0.6894	NPC160666
Remote Similarity	0.684	NPC471614
Remote Similarity	0.6827	NPC477805
Remote Similarity	0.6827	NPC477806
Remote Similarity	0.6827	NPC477795
Remote Similarity	0.6827	NPC477796
Remote Similarity	0.6803	NPC30540
Remote Similarity	0.6797	NPC296482
Remote Similarity	0.6797	NPC53069
Remote Similarity	0.6797	NPC202768
Remote Similarity	0.6714	NPC284685
Remote Similarity	0.6704	NPC201508
Remote Similarity	0.6704	NPC476999
Remote Similarity	0.6667	NPC171409
Remote Similarity	0.6667	NPC96405
Remote Similarity	0.6654	NPC255800
Remote Similarity	0.6654	NPC96584
Remote Similarity	0.6641	NPC162530
Remote Similarity	0.663	NPC99891
Remote Similarity	0.6629	NPC476997
Remote Similarity	0.6604	NPC476998
Remote Similarity	0.6604	NPC476996
Remote Similarity	0.6602	NPC313189
Remote Similarity	0.6596	NPC100734
Remote Similarity	0.6596	NPC88923
Remote Similarity	0.6596	NPC315634
Remote Similarity	0.6589	NPC219664
Remote Similarity	0.6578	NPC250178
Remote Similarity	0.6567	NPC476994
Remote Similarity	0.6556	NPC469554
Remote Similarity	0.6538	NPC203168
Remote Similarity	0.653	NPC187145
Remote Similarity	0.6527	NPC288349
Remote Similarity	0.6523	NPC476581
Remote Similarity	0.6523	NPC36229
Remote Similarity	0.6523	NPC16452
Remote Similarity	0.6515	NPC148409
Remote Similarity	0.6512	NPC308392
Remote Similarity	0.6477	NPC23614
Remote Similarity	0.6477	NPC469594
Remote Similarity	0.6477	NPC473822
Remote Similarity	0.6477	NPC100079
Remote Similarity	0.6473	NPC135549
Remote Similarity	0.646	NPC476995
Remote Similarity	0.6456	NPC191489
Remote Similarity	0.6453	NPC308906
Remote Similarity	0.6444	NPC314954
Remote Similarity	0.6439	NPC473513
Remote Similarity	0.6439	NPC228206
Remote Similarity	0.6431	NPC2497
Remote Similarity	0.6431	NPC234197
Remote Similarity	0.6431	NPC303374
Remote Similarity	0.6426	NPC235076
Remote Similarity	0.6423	NPC469589
Remote Similarity	0.6411	NPC204385
Remote Similarity	0.6406	NPC31930
Remote Similarity	0.6398	NPC290689
Remote Similarity	0.6398	NPC123976
Remote Similarity	0.6398	NPC167860
Remote Similarity	0.6397	NPC475253
Remote Similarity	0.6391	NPC46451
Remote Similarity	0.6388	NPC471080
Remote Similarity	0.6388	NPC474594
Remote Similarity	0.6388	NPC469592
Remote Similarity	0.6384	NPC237978
Remote Similarity	0.6381	NPC280272
Remote Similarity	0.6381	NPC66815
Remote Similarity	0.638	NPC472434
Remote Similarity	0.6374	NPC101543
Remote Similarity	0.637	NPC200888
Remote Similarity	0.6367	NPC477019
Remote Similarity	0.6364	NPC295228
Remote Similarity	0.6357	NPC310618
Remote Similarity	0.6353	NPC173080
Remote Similarity	0.635	NPC251160
Remote Similarity	0.635	NPC112206
Remote Similarity	0.635	NPC202605
Remote Similarity	0.635	NPC26679
Remote Similarity	0.6343	NPC17305
Remote Similarity	0.6341	NPC473183
Remote Similarity	0.6333	NPC21638
Remote Similarity	0.6333	NPC35761
Remote Similarity	0.6332	NPC285558
Remote Similarity	0.6328	NPC4071
Remote Similarity	0.6328	NPC476578
Remote Similarity	0.6328	NPC476582
Remote Similarity	0.6327	NPC473184
Remote Similarity	0.6326	NPC271215
Remote Similarity	0.6326	NPC149471
Remote Similarity	0.632	NPC46970
Remote Similarity	0.6308	NPC471736
Remote Similarity	0.6308	NPC124300
Remote Similarity	0.6308	NPC472111
Remote Similarity	0.6306	NPC174049
Remote Similarity	0.6293	NPC469440
Remote Similarity	0.6286	NPC291609
Remote Similarity	0.6279	NPC470586
Remote Similarity	0.6274	NPC188420
Remote Similarity	0.6271	NPC471303
Remote Similarity	0.6269	NPC213530
Remote Similarity	0.6269	NPC193267
Remote Similarity	0.6269	NPC136924
Remote Similarity	0.6259	NPC118121
Remote Similarity	0.6259	NPC472435
Remote Similarity	0.6259	NPC122463
Remote Similarity	0.6255	NPC12100
Remote Similarity	0.625	NPC472436
Remote Similarity	0.625	NPC206201
Remote Similarity	0.6245	NPC477533
Remote Similarity	0.6241	NPC469792
Remote Similarity	0.6236	NPC185782
Remote Similarity	0.6231	NPC467439
Remote Similarity	0.6218	NPC21461
Remote Similarity	0.6217	NPC152768
Remote Similarity	0.6217	NPC148183
Remote Similarity	0.6216	NPC232727
Remote Similarity	0.6207	NPC470930
Remote Similarity	0.6206	NPC124313
Remote Similarity	0.6206	NPC284141
Remote Similarity	0.6204	NPC471762
Remote Similarity	0.6198	NPC475910
Remote Similarity	0.6197	NPC270515
Remote Similarity	0.6196	NPC79293
Remote Similarity	0.6196	NPC279401
Remote Similarity	0.6192	NPC84164
Remote Similarity	0.6192	NPC207283
Remote Similarity	0.6189	NPC242923
Remote Similarity	0.6182	NPC115595
Remote Similarity	0.6178	NPC329747
Remote Similarity	0.6178	NPC121772
Remote Similarity	0.6175	NPC26543
Remote Similarity	0.6168	NPC110151
Remote Similarity	0.6168	NPC473185
Remote Similarity	0.6165	NPC264176
Remote Similarity	0.6163	NPC72211
Remote Similarity	0.616	NPC474595
Remote Similarity	0.6159	NPC300114
Remote Similarity	0.6157	NPC195268
Remote Similarity	0.6157	NPC217554
Remote Similarity	0.6157	NPC133140
Remote Similarity	0.6148	NPC17565
Remote Similarity	0.6145	NPC66777
Remote Similarity	0.6142	NPC476287
Remote Similarity	0.614	NPC173250
Remote Similarity	0.6135	NPC62069
Remote Similarity	0.6125	NPC120513
Remote Similarity	0.6125	NPC128115
Remote Similarity	0.6122	NPC261388
Remote Similarity	0.612	NPC118776
Remote Similarity	0.6118	NPC469390
Remote Similarity	0.6117	NPC116701
Remote Similarity	0.6117	NPC65277
Remote Similarity	0.6115	NPC323198
Remote Similarity	0.6115	NPC11017
Remote Similarity	0.6115	NPC473182
Remote Similarity	0.6113	NPC208364
Remote Similarity	0.6113	NPC316756
Remote Similarity	0.6111	NPC204446
Remote Similarity	0.6109	NPC132385
Remote Similarity	0.6107	NPC184680
Remote Similarity	0.6107	NPC476138
Remote Similarity	0.6107	NPC245816
Remote Similarity	0.6105	NPC1608
Remote Similarity	0.6103	NPC310118
Remote Similarity	0.6102	NPC9482
Remote Similarity	0.61	NPC172355
Remote Similarity	0.6098	NPC183537
Remote Similarity	0.6097	NPC170114
Remote Similarity	0.6097	NPC8022
Remote Similarity	0.6097	NPC470799
Remote Similarity	0.6093	NPC277351
Remote Similarity	0.6092	NPC81939
Remote Similarity	0.6089	NPC108826
Remote Similarity	0.6085	NPC470785
Remote Similarity	0.6085	NPC11408
Remote Similarity	0.6085	NPC70259
Remote Similarity	0.6084	NPC274291
Remote Similarity	0.6084	NPC264166
Remote Similarity	0.6084	NPC329708
Remote Similarity	0.6084	NPC165349
Remote Similarity	0.6084	NPC137929
Remote Similarity	0.6084	NPC164374
Remote Similarity	0.6084	NPC118832
Remote Similarity	0.6084	NPC47059
Remote Similarity	0.6082	NPC150447
Remote Similarity	0.6082	NPC266931
Remote Similarity	0.6075	NPC470931
Remote Similarity	0.6073	NPC132631
Remote Similarity	0.6073	NPC103687
Remote Similarity	0.6071	NPC284559
Remote Similarity	0.6071	NPC108342
Remote Similarity	0.607	NPC475666
Remote Similarity	0.6064	NPC41501
Remote Similarity	0.6064	NPC477861
Remote Similarity	0.6063	NPC51854

Drug Structure

NPD6814 OpenBabel08211710072D 39 44 0 0 0 0 0 0 0 0999 V2000 8.6603 1.0000 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 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 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 6.0622 1.5000 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 -0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 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 2.5981 1.5000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 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 -1.7321 0.0000 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 0.8660 2.5000 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 -1.7321 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 7.7942 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 6.0000 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 -4.2072 1.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 2.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 32 1 0 0 0 0 2 3 2 0 0 0 0 2 20 1 0 0 0 0 3 22 1 0 0 0 0 4 11 1 0 0 0 0 4 18 1 0 0 0 0 5 12 1 0 0 0 0 5 18 1 0 0 0 0 6 8 1 0 0 0 0 6 32 1 0 0 0 0 7 9 1 0 0 0 0 7 32 1 0 0 0 0 8 33 1 0 0 0 0 9 33 1 0 0 0 0 10 13 1 0 0 0 0 10 33 1 0 0 0 0 11 34 1 0 0 0 0 12 34 1 0 0 0 0 13 35 1 0 0 0 0 14 19 2 0 0 0 0 14 21 1 0 0 0 0 15 19 1 0 0 0 0 15 23 2 0 0 0 0 16 29 2 0 0 0 0 16 30 1 0 0 0 0 17 36 1 0 0 0 0 17 37 1 0 0 0 0 18 38 1 0 0 0 0 19 35 1 0 0 0 0 20 25 2 0 0 0 0 20 28 1 0 0 0 0 21 24 2 0 0 0 0 21 29 1 0 0 0 0 22 26 2 0 0 0 0 22 36 1 0 0 0 0 23 24 1 0 0 0 0 23 38 1 0 0 0 0 24 27 1 0 0 0 0 25 26 1 0 0 0 0 25 31 1 0 0 0 0 26 37 1 0 0 0 0 27 30 2 0 0 0 0 27 31 1 0 0 0 0 31 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000368
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10302451
ChEBI
CAS Number

Drug Properties

Molecular Weight	541.21
ALogP	-0.846
MLogP	3.22
XLogP	2.174
HDA	6
HBD	1
Rotatable Bonds	10
TPSA	90.44
RO5 Violation	0