NPASS drugs

Drug Information

Drug ID:	NPD5873
Drug Name:	Dacomitinib Hydrate
Molecular Formula:	C24H25ClFN5O2.H2O
Canonical SMILES:	COc1cc2ncnc(c2cc1N=C(/C=C/CN1CCCCC1)O)Nc1ccc(c(c1)Cl)F.O
Standard InCHI:	InChI=1S/C24H25ClFN5O2.H2O/c1-33-22-14-20-17(24(28-15-27-20)29-16-7-8-19(26)18(25)12-16)13-21(22)30-23(32)6-5-11-31-9-3-2-4-10-31;/h5-8,12-15H,2-4,9-11H2,1H3,(H,30,32)(H,27,28,29);1H2/b6-5+;
Standard InCHIKey:	BSPLGGCPNTZPIH-IPZCTEOASA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5873

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	591
0.1-0.2	8425
0.2-0.3	5312
0.3-0.4	11802
0.4-0.5	2643
0.5-0.6	1684
0.6-0.7	422
0.7-0.8	10
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8826	NPC56271
Intermediate Similarity	0.7407	NPC30540
Intermediate Similarity	0.728	NPC472066
Intermediate Similarity	0.728	NPC472067
Intermediate Similarity	0.728	NPC472031
Intermediate Similarity	0.7131	NPC472068
Intermediate Similarity	0.7106	NPC162530
Intermediate Similarity	0.7078	NPC144114
Intermediate Similarity	0.7056	NPC285558
Intermediate Similarity	0.7029	NPC213530
Intermediate Similarity	0.7029	NPC193267
Remote Similarity	0.6992	NPC471603
Remote Similarity	0.6987	NPC173080
Remote Similarity	0.6979	NPC167860
Remote Similarity	0.6979	NPC123976
Remote Similarity	0.6966	NPC475910
Remote Similarity	0.6951	NPC160666
Remote Similarity	0.6914	NPC130570
Remote Similarity	0.6891	NPC469592
Remote Similarity	0.6891	NPC471080
Remote Similarity	0.6889	NPC472289
Remote Similarity	0.6888	NPC17565
Remote Similarity	0.6883	NPC329747
Remote Similarity	0.6866	NPC164664
Remote Similarity	0.6829	NPC473185
Remote Similarity	0.681	NPC315957
Remote Similarity	0.6805	NPC473513
Remote Similarity	0.6804	NPC208060
Remote Similarity	0.6802	NPC314954
Remote Similarity	0.6793	NPC469589
Remote Similarity	0.6789	NPC103687
Remote Similarity	0.6789	NPC132631
Remote Similarity	0.6789	NPC2497
Remote Similarity	0.6781	NPC232727
Remote Similarity	0.6777	NPC469594
Remote Similarity	0.6776	NPC65277
Remote Similarity	0.6771	NPC477891
Remote Similarity	0.6758	NPC476688
Remote Similarity	0.6758	NPC476686
Remote Similarity	0.6758	NPC105758
Remote Similarity	0.6743	NPC278874
Remote Similarity	0.674	NPC230805
Remote Similarity	0.6736	NPC242923
Remote Similarity	0.6734	NPC471762
Remote Similarity	0.6734	NPC66777
Remote Similarity	0.6723	NPC475774
Remote Similarity	0.672	NPC469554
Remote Similarity	0.6709	NPC470586
Remote Similarity	0.6708	NPC202605
Remote Similarity	0.6708	NPC112206
Remote Similarity	0.6696	NPC254762
Remote Similarity	0.6695	NPC476581
Remote Similarity	0.6695	NPC16452
Remote Similarity	0.6695	NPC36229
Remote Similarity	0.6694	NPC187145
Remote Similarity	0.6681	NPC477111
Remote Similarity	0.6681	NPC70956
Remote Similarity	0.6681	NPC243834
Remote Similarity	0.6681	NPC18348
Remote Similarity	0.668	NPC473179
Remote Similarity	0.668	NPC250178
Remote Similarity	0.6653	NPC101543
Remote Similarity	0.6652	NPC314573
Remote Similarity	0.6637	NPC84478
Remote Similarity	0.6636	NPC224632
Remote Similarity	0.6626	NPC477110
Remote Similarity	0.6626	NPC170114
Remote Similarity	0.6625	NPC11464
Remote Similarity	0.6624	NPC4071
Remote Similarity	0.6624	NPC476582
Remote Similarity	0.6624	NPC476578
Remote Similarity	0.6614	NPC473183
Remote Similarity	0.6601	NPC473184
Remote Similarity	0.6596	NPC121772
Remote Similarity	0.6592	NPC473432
Remote Similarity	0.6589	NPC208522
Remote Similarity	0.6587	NPC49547
Remote Similarity	0.6586	NPC470018
Remote Similarity	0.6585	NPC132642
Remote Similarity	0.6584	NPC470549
Remote Similarity	0.6574	NPC26850
Remote Similarity	0.657	NPC94157
Remote Similarity	0.6569	NPC193777
Remote Similarity	0.6568	NPC31930
Remote Similarity	0.6564	NPC62069
Remote Similarity	0.6562	NPC41501
Remote Similarity	0.656	NPC74575
Remote Similarity	0.6555	NPC264166
Remote Similarity	0.6555	NPC274291
Remote Similarity	0.6555	NPC47059
Remote Similarity	0.6555	NPC118832
Remote Similarity	0.6555	NPC329708
Remote Similarity	0.6555	NPC165349
Remote Similarity	0.6553	NPC287437
Remote Similarity	0.6548	NPC475253
Remote Similarity	0.6545	NPC308906
Remote Similarity	0.654	NPC475085
Remote Similarity	0.654	NPC475112
Remote Similarity	0.654	NPC291535
Remote Similarity	0.6535	NPC42591
Remote Similarity	0.6532	NPC280272
Remote Similarity	0.6531	NPC305984
Remote Similarity	0.6529	NPC208284
Remote Similarity	0.6527	NPC477113
Remote Similarity	0.6525	NPC19872
Remote Similarity	0.6525	NPC329793
Remote Similarity	0.6522	NPC110741
Remote Similarity	0.6515	NPC174758
Remote Similarity	0.6513	NPC223427
Remote Similarity	0.6513	NPC245816
Remote Similarity	0.6513	NPC476138
Remote Similarity	0.6511	NPC72211
Remote Similarity	0.651	NPC295228
Remote Similarity	0.6504	NPC473041
Remote Similarity	0.6502	NPC296482
Remote Similarity	0.6502	NPC26679
Remote Similarity	0.6502	NPC264176
Remote Similarity	0.6502	NPC202768
Remote Similarity	0.6502	NPC53069
Remote Similarity	0.6502	NPC316981
Remote Similarity	0.6496	NPC473182
Remote Similarity	0.6496	NPC13880
Remote Similarity	0.6494	NPC471593
Remote Similarity	0.6494	NPC257851
Remote Similarity	0.6492	NPC310118
Remote Similarity	0.6492	NPC60621
Remote Similarity	0.649	NPC470799
Remote Similarity	0.649	NPC8022
Remote Similarity	0.6488	NPC199667
Remote Similarity	0.6484	NPC177404
Remote Similarity	0.6484	NPC472061
Remote Similarity	0.6482	NPC300114
Remote Similarity	0.6481	NPC307963
Remote Similarity	0.6476	NPC118776
Remote Similarity	0.6475	NPC478074
Remote Similarity	0.6475	NPC266931
Remote Similarity	0.6473	NPC470931
Remote Similarity	0.6473	NPC476465
Remote Similarity	0.6468	NPC132385
Remote Similarity	0.6458	NPC472111
Remote Similarity	0.6458	NPC470164
Remote Similarity	0.6458	NPC476106
Remote Similarity	0.6458	NPC323345
Remote Similarity	0.645	NPC270515
Remote Similarity	0.6446	NPC185782
Remote Similarity	0.6446	NPC473181
Remote Similarity	0.6443	NPC115595
Remote Similarity	0.6438	NPC195268
Remote Similarity	0.6438	NPC133140
Remote Similarity	0.6435	NPC26872
Remote Similarity	0.6434	NPC48353
Remote Similarity	0.6432	NPC313189
Remote Similarity	0.6426	NPC70259
Remote Similarity	0.6426	NPC242209
Remote Similarity	0.6426	NPC194967
Remote Similarity	0.6423	NPC152768
Remote Similarity	0.6423	NPC316756
Remote Similarity	0.6423	NPC148183
Remote Similarity	0.6423	NPC183407
Remote Similarity	0.6417	NPC470930
Remote Similarity	0.6416	NPC96890
Remote Similarity	0.6416	NPC283152
Remote Similarity	0.6414	NPC128823
Remote Similarity	0.6414	NPC21638
Remote Similarity	0.6407	NPC46580
Remote Similarity	0.6404	NPC63109
Remote Similarity	0.6402	NPC66815
Remote Similarity	0.6402	NPC135887
Remote Similarity	0.6402	NPC199277
Remote Similarity	0.64	NPC220851
Remote Similarity	0.64	NPC312872
Remote Similarity	0.6398	NPC267928
Remote Similarity	0.6395	NPC92111
Remote Similarity	0.6389	NPC214980
Remote Similarity	0.6387	NPC176538
Remote Similarity	0.6383	NPC131017
Remote Similarity	0.6383	NPC43787
Remote Similarity	0.6383	NPC205934
Remote Similarity	0.638	NPC118511
Remote Similarity	0.6379	NPC201697
Remote Similarity	0.6379	NPC174672
Remote Similarity	0.6379	NPC209769
Remote Similarity	0.6375	NPC322482
Remote Similarity	0.6375	NPC162484
Remote Similarity	0.6371	NPC471614
Remote Similarity	0.6371	NPC303658
Remote Similarity	0.6371	NPC477861
Remote Similarity	0.6368	NPC1527
Remote Similarity	0.6367	NPC473105
Remote Similarity	0.6367	NPC96405
Remote Similarity	0.6367	NPC171409
Remote Similarity	0.6364	NPC157931
Remote Similarity	0.6364	NPC110151
Remote Similarity	0.636	NPC267423
Remote Similarity	0.6357	NPC184680
Remote Similarity	0.6356	NPC472193
Remote Similarity	0.6356	NPC274982
Remote Similarity	0.6356	NPC251090
Remote Similarity	0.6352	NPC76748
Remote Similarity	0.6352	NPC290689

Drug Structure

NPD5873 OpenBabel08211708292D 38 40 0 0 0 0 0 0 0 0999 V2000 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -8.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -9.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 33 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 23 1 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 19 1 0 0 0 0 9 31 1 0 0 0 0 10 31 1 0 0 0 0 11 31 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 17 2 0 0 0 0 13 21 1 0 0 0 0 14 20 2 0 0 0 0 14 22 1 0 0 0 0 15 27 2 0 0 0 0 15 28 1 0 0 0 0 16 29 1 0 0 0 0 17 20 1 0 0 0 0 17 24 1 0 0 0 0 18 19 2 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 21 22 2 0 0 0 0 21 30 1 0 0 0 0 22 33 1 0 0 0 0 23 30 2 3 0 0 0 23 32 1 0 0 0 0 24 28 2 0 0 0 0 24 29 1 0 0 0 0 29 35 1 0 0 0 0 32 36 1 0 0 0 0 34 37 1 0 0 0 0 34 38 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	469.17
ALogP	0.2153
MLogP	3.11
XLogP	4.516
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	82.87
RO5 Violation	0