NPASS drugs

Drug Information

Drug ID:	NPD5447
Drug Name:	Poziotinib
Molecular Formula:	C23H21Cl2FN4O3
Canonical SMILES:	C=CC(=O)N1CCC(CC1)Oc1cc2c(ncnc2cc1OC)Nc1ccc(c(c1F)Cl)Cl
Standard InCHI:	InChI=1S/C23H21Cl2FN4O3/c1-3-20(31)30-8-6-13(7-9-30)33-19-10-14-17(11-18(19)32-2)27-12-28-23(14)29-16-5-4-15(24)21(25)22(16)26/h3-5,10-13H,1,6-9H2,2H3,(H,27,28,29)
Standard InCHIKey:	LPFWVDIFUFFKJU-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5447

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	659
0.1-0.2	6874
0.2-0.3	6633
0.3-0.4	11512
0.4-0.5	3404
0.5-0.6	1533
0.6-0.7	274
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9153	NPC56271
Remote Similarity	0.6914	NPC303374
Remote Similarity	0.6789	NPC36229
Remote Similarity	0.6789	NPC476581
Remote Similarity	0.6789	NPC16452
Remote Similarity	0.678	NPC471614
Remote Similarity	0.6772	NPC308906
Remote Similarity	0.6757	NPC471762
Remote Similarity	0.6721	NPC476578
Remote Similarity	0.6721	NPC4071
Remote Similarity	0.6721	NPC476582
Remote Similarity	0.6718	NPC157931
Remote Similarity	0.6706	NPC162530
Remote Similarity	0.6704	NPC472066
Remote Similarity	0.6704	NPC472031
Remote Similarity	0.6704	NPC472067
Remote Similarity	0.6692	NPC66777
Remote Similarity	0.6667	NPC31930
Remote Similarity	0.6653	NPC290689
Remote Similarity	0.663	NPC472068
Remote Similarity	0.6601	NPC296482
Remote Similarity	0.6601	NPC202768
Remote Similarity	0.6601	NPC202605
Remote Similarity	0.6601	NPC112206
Remote Similarity	0.6601	NPC53069
Remote Similarity	0.659	NPC187145
Remote Similarity	0.6564	NPC280272
Remote Similarity	0.6554	NPC30540
Remote Similarity	0.6543	NPC195268
Remote Similarity	0.6543	NPC133140
Remote Similarity	0.6541	NPC295228
Remote Similarity	0.654	NPC115595
Remote Similarity	0.6538	NPC130570
Remote Similarity	0.6535	NPC316981
Remote Similarity	0.6534	NPC313189
Remote Similarity	0.652	NPC285558
Remote Similarity	0.6515	NPC160666
Remote Similarity	0.651	NPC266931
Remote Similarity	0.6498	NPC473513
Remote Similarity	0.6492	NPC315957
Remote Similarity	0.6486	NPC472099
Remote Similarity	0.6482	NPC174758
Remote Similarity	0.6473	NPC173080
Remote Similarity	0.6471	NPC96405
Remote Similarity	0.6471	NPC171409
Remote Similarity	0.646	NPC51854
Remote Similarity	0.6457	NPC123976
Remote Similarity	0.6457	NPC167860
Remote Similarity	0.6448	NPC17565
Remote Similarity	0.6444	NPC99891
Remote Similarity	0.6443	NPC82548
Remote Similarity	0.6441	NPC312872
Remote Similarity	0.644	NPC199277
Remote Similarity	0.644	NPC135887
Remote Similarity	0.6434	NPC305984
Remote Similarity	0.6426	NPC234197
Remote Similarity	0.6423	NPC9729
Remote Similarity	0.6416	NPC284685
Remote Similarity	0.6414	NPC162484
Remote Similarity	0.6403	NPC135549
Remote Similarity	0.6402	NPC257851
Remote Similarity	0.6398	NPC17305
Remote Similarity	0.6397	NPC188400
Remote Similarity	0.6385	NPC193267
Remote Similarity	0.6385	NPC213530
Remote Similarity	0.6381	NPC471080
Remote Similarity	0.6381	NPC469592
Remote Similarity	0.6378	NPC475910
Remote Similarity	0.6364	NPC472111
Remote Similarity	0.6364	NPC270515
Remote Similarity	0.636	NPC329793
Remote Similarity	0.636	NPC477019
Remote Similarity	0.636	NPC329747
Remote Similarity	0.6353	NPC174672
Remote Similarity	0.635	NPC65277
Remote Similarity	0.6347	NPC41501
Remote Similarity	0.6342	NPC264176
Remote Similarity	0.6337	NPC204385
Remote Similarity	0.6333	NPC184680
Remote Similarity	0.6332	NPC274982
Remote Similarity	0.633	NPC217176
Remote Similarity	0.633	NPC201508
Remote Similarity	0.6326	NPC21638
Remote Similarity	0.632	NPC253675
Remote Similarity	0.6318	NPC236668
Remote Similarity	0.6314	NPC476465
Remote Similarity	0.631	NPC470785
Remote Similarity	0.6304	NPC242923
Remote Similarity	0.6303	NPC100734
Remote Similarity	0.6303	NPC315634
Remote Similarity	0.6303	NPC88923
Remote Similarity	0.6293	NPC146976
Remote Similarity	0.6289	NPC201697
Remote Similarity	0.6289	NPC469589
Remote Similarity	0.6284	NPC100079
Remote Similarity	0.6284	NPC23614
Remote Similarity	0.6284	NPC469594
Remote Similarity	0.6283	NPC96584
Remote Similarity	0.6283	NPC255800
Remote Similarity	0.627	NPC232727
Remote Similarity	0.6269	NPC152768
Remote Similarity	0.6269	NPC148183
Remote Similarity	0.6265	NPC471304
Remote Similarity	0.626	NPC264166
Remote Similarity	0.626	NPC250178
Remote Similarity	0.626	NPC329708
Remote Similarity	0.626	NPC47059
Remote Similarity	0.626	NPC274291
Remote Similarity	0.626	NPC118832
Remote Similarity	0.626	NPC165349
Remote Similarity	0.6255	NPC287437
Remote Similarity	0.6255	NPC311906
Remote Similarity	0.6255	NPC271215
Remote Similarity	0.6255	NPC149471
Remote Similarity	0.625	NPC470784
Remote Similarity	0.6245	NPC469554
Remote Similarity	0.6245	NPC12100
Remote Similarity	0.624	NPC144114
Remote Similarity	0.624	NPC208284
Remote Similarity	0.6236	NPC477549
Remote Similarity	0.6236	NPC128115
Remote Similarity	0.6235	NPC92111
Remote Similarity	0.6231	NPC235076
Remote Similarity	0.623	NPC176538
Remote Similarity	0.6226	NPC322482
Remote Similarity	0.6225	NPC131017
Remote Similarity	0.6224	NPC315467
Remote Similarity	0.6222	NPC172222
Remote Similarity	0.6221	NPC473822
Remote Similarity	0.6221	NPC467439
Remote Similarity	0.6218	NPC477796
Remote Similarity	0.6218	NPC477795
Remote Similarity	0.6218	NPC477806
Remote Similarity	0.6218	NPC477805
Remote Similarity	0.6216	NPC472098
Remote Similarity	0.6216	NPC471603
Remote Similarity	0.6216	NPC251160
Remote Similarity	0.6215	NPC72211
Remote Similarity	0.6213	NPC116701
Remote Similarity	0.6213	NPC473183
Remote Similarity	0.6211	NPC132385
Remote Similarity	0.6207	NPC170114
Remote Similarity	0.6202	NPC188420
Remote Similarity	0.6202	NPC478009
Remote Similarity	0.6199	NPC208898
Remote Similarity	0.6198	NPC46451
Remote Similarity	0.6197	NPC9482
Remote Similarity	0.6196	NPC228206
Remote Similarity	0.6194	NPC76748
Remote Similarity	0.6189	NPC220851
Remote Similarity	0.6189	NPC210434
Remote Similarity	0.6185	NPC307963
Remote Similarity	0.6181	NPC295898
Remote Similarity	0.618	NPC132631
Remote Similarity	0.618	NPC214980
Remote Similarity	0.618	NPC103687
Remote Similarity	0.6173	NPC206201
Remote Similarity	0.6172	NPC323345
Remote Similarity	0.6172	NPC470164
Remote Similarity	0.6169	NPC470549
Remote Similarity	0.6168	NPC168922
Remote Similarity	0.6162	NPC323198
Remote Similarity	0.6162	NPC191489
Remote Similarity	0.616	NPC96321
Remote Similarity	0.616	NPC473041
Remote Similarity	0.6159	NPC316756
Remote Similarity	0.6157	NPC223427
Remote Similarity	0.6157	NPC473460
Remote Similarity	0.6154	NPC48353
Remote Similarity	0.6154	NPC296527
Remote Similarity	0.6148	NPC475253
Remote Similarity	0.6145	NPC477110
Remote Similarity	0.6142	NPC35761
Remote Similarity	0.6142	NPC267423
Remote Similarity	0.614	NPC473184
Remote Similarity	0.6139	NPC470020
Remote Similarity	0.6139	NPC219664
Remote Similarity	0.6135	NPC70259
Remote Similarity	0.6135	NPC251090
Remote Similarity	0.6134	NPC315822
Remote Similarity	0.6134	NPC237978
Remote Similarity	0.6134	NPC314954
Remote Similarity	0.6129	NPC471593
Remote Similarity	0.6127	NPC478006
Remote Similarity	0.6122	NPC84478
Remote Similarity	0.6119	NPC2497
Remote Similarity	0.6113	NPC477533
Remote Similarity	0.6111	NPC24019
Remote Similarity	0.6109	NPC475816
Remote Similarity	0.6109	NPC476106
Remote Similarity	0.6102	NPC121772
Remote Similarity	0.6102	NPC11017
Remote Similarity	0.6101	NPC142385
Remote Similarity	0.6098	NPC303658
Remote Similarity	0.6096	NPC43787
Remote Similarity	0.6096	NPC205934
Remote Similarity	0.6096	NPC478011
Remote Similarity	0.6092	NPC203168
Remote Similarity	0.609	NPC60621
Remote Similarity	0.609	NPC478010

Drug Structure

NPD5447 OpenBabel08211708292D 34 37 0 0 0 0 0 0 0 0999 V2000 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 5.1962 -5.0000 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 -0.8660 -1.5000 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 -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 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 -3.0000 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 4.3301 -4.5000 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 0.0000 -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 -2.5981 -3.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 F 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 3.4641 -5.0000 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 1 3 2 0 0 0 0 2 32 1 0 0 0 0 3 20 1 0 0 0 0 4 5 2 0 0 0 0 4 15 1 0 0 0 0 5 16 1 0 0 0 0 6 8 1 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 13 1 0 0 0 0 8 30 1 0 0 0 0 9 30 1 0 0 0 0 10 14 2 0 0 0 0 10 19 1 0 0 0 0 11 17 2 0 0 0 0 11 18 1 0 0 0 0 12 27 2 0 0 0 0 12 28 1 0 0 0 0 13 33 1 0 0 0 0 14 17 1 0 0 0 0 14 23 1 0 0 0 0 15 21 2 0 0 0 0 15 24 1 0 0 0 0 16 22 2 0 0 0 0 16 29 1 0 0 0 0 17 27 1 0 0 0 0 18 19 2 0 0 0 0 18 32 1 0 0 0 0 19 33 1 0 0 0 0 20 30 1 0 0 0 0 20 31 2 0 0 0 0 21 22 1 0 0 0 0 21 25 1 0 0 0 0 22 26 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 M END $$$$

External Identifiers

TTD	DIB004457
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25127713
ChEBI
CAS Number

Drug Properties

Molecular Weight	490.10
ALogP	0.7048
MLogP	2.89
XLogP	3.818
HDA	5
HBD	1
Rotatable Bonds	11
TPSA	76.58
RO5 Violation	0