NPASS drugs

Drug Information

Drug ID:	NPD4996
Drug Name:	Erlotinib
Molecular Formula:	C22H23N3O4
Canonical SMILES:	COCCOc1cc2c(ncnc2cc1OCCOC)Nc1cccc(c1)C#C
Standard InCHI:	InChI=1S/C22H23N3O4/c1-4-16-6-5-7-17(12-16)25-22-18-13-20(28-10-8-26-2)21(29-11-9-27-3)14-19(18)23-15-24-22/h1,5-7,12-15H,8-11H2,2-3H3,(H,23,24,25)
Standard InCHIKey:	AAKJLRGGTJKAMG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4996

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	573
0.1-0.2	5072
0.2-0.3	8077
0.3-0.4	7663
0.4-0.5	6697
0.5-0.6	2203
0.6-0.7	536
0.7-0.8	68
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	0.8678	NPC56271
Intermediate Similarity	0.7703	NPC162530
Intermediate Similarity	0.7552	NPC472066
Intermediate Similarity	0.7552	NPC472067
Intermediate Similarity	0.7552	NPC472031
Intermediate Similarity	0.7542	NPC472068
Intermediate Similarity	0.7477	NPC315957
Intermediate Similarity	0.7477	NPC133140
Intermediate Similarity	0.7477	NPC195268
Intermediate Similarity	0.7445	NPC473513
Intermediate Similarity	0.7421	NPC36229
Intermediate Similarity	0.7421	NPC476581
Intermediate Similarity	0.7421	NPC16452
Intermediate Similarity	0.7395	NPC30540
Intermediate Similarity	0.7391	NPC312872
Intermediate Similarity	0.7389	NPC266931
Intermediate Similarity	0.7352	NPC4071
Intermediate Similarity	0.7352	NPC476578
Intermediate Similarity	0.7352	NPC476582
Intermediate Similarity	0.7345	NPC316981
Intermediate Similarity	0.7336	NPC173080
Intermediate Similarity	0.733	NPC199277
Intermediate Similarity	0.733	NPC135887
Intermediate Similarity	0.7297	NPC162484
Intermediate Similarity	0.7285	NPC31930
Intermediate Similarity	0.7265	NPC285558
Intermediate Similarity	0.7257	NPC290689
Intermediate Similarity	0.7253	NPC130570
Intermediate Similarity	0.7243	NPC204385
Intermediate Similarity	0.724	NPC234197
Intermediate Similarity	0.7212	NPC201697
Intermediate Similarity	0.7193	NPC202605
Intermediate Similarity	0.7193	NPC202768
Intermediate Similarity	0.7193	NPC53069
Intermediate Similarity	0.7193	NPC296482
Intermediate Similarity	0.7193	NPC112206
Intermediate Similarity	0.7155	NPC308906
Intermediate Similarity	0.7149	NPC208284
Intermediate Similarity	0.7143	NPC160666
Intermediate Similarity	0.7136	NPC144114
Intermediate Similarity	0.713	NPC235076
Intermediate Similarity	0.7124	NPC313189
Intermediate Similarity	0.7118	NPC48353
Intermediate Similarity	0.7112	NPC23614
Intermediate Similarity	0.7112	NPC100079
Intermediate Similarity	0.7105	NPC188420
Intermediate Similarity	0.7091	NPC131017
Intermediate Similarity	0.7087	NPC149471
Intermediate Similarity	0.7087	NPC271215
Intermediate Similarity	0.7085	NPC329747
Intermediate Similarity	0.7085	NPC477019
Intermediate Similarity	0.708	NPC303374
Intermediate Similarity	0.7072	NPC72211
Intermediate Similarity	0.7064	NPC280272
Intermediate Similarity	0.7056	NPC206201
Intermediate Similarity	0.7056	NPC51854
Intermediate Similarity	0.7054	NPC232727
Intermediate Similarity	0.7048	NPC193777
Intermediate Similarity	0.7043	NPC171409
Intermediate Similarity	0.7043	NPC96405
Intermediate Similarity	0.7039	NPC473822
Intermediate Similarity	0.7031	NPC167860
Intermediate Similarity	0.7031	NPC123976
Intermediate Similarity	0.7025	NPC295228
Intermediate Similarity	0.7018	NPC476465
Intermediate Similarity	0.7017	NPC187145
Intermediate Similarity	0.7016	NPC9729
Intermediate Similarity	0.7009	NPC176538
Intermediate Similarity	0.7009	NPC46451
Remote Similarity	0.6991	NPC223427
Remote Similarity	0.6986	NPC76748
Remote Similarity	0.6982	NPC70259
Remote Similarity	0.6974	NPC135549
Remote Similarity	0.697	NPC251160
Remote Similarity	0.6968	NPC307963
Remote Similarity	0.6967	NPC258773
Remote Similarity	0.6955	NPC92111
Remote Similarity	0.6948	NPC270515
Remote Similarity	0.6943	NPC18348
Remote Similarity	0.6943	NPC475910
Remote Similarity	0.6941	NPC296527
Remote Similarity	0.6937	NPC43787
Remote Similarity	0.6937	NPC205934
Remote Similarity	0.6936	NPC193267
Remote Similarity	0.6936	NPC213530
Remote Similarity	0.6933	NPC329793
Remote Similarity	0.6923	NPC477796
Remote Similarity	0.6923	NPC477795
Remote Similarity	0.6923	NPC477806
Remote Similarity	0.6923	NPC477805
Remote Similarity	0.692	NPC118121
Remote Similarity	0.6919	NPC164664
Remote Similarity	0.6917	NPC252251
Remote Similarity	0.6912	NPC84478
Remote Similarity	0.6906	NPC251090
Remote Similarity	0.6903	NPC470586
Remote Similarity	0.6903	NPC267423
Remote Similarity	0.6898	NPC477891
Remote Similarity	0.6895	NPC66083
Remote Similarity	0.6894	NPC204446
Remote Similarity	0.6889	NPC287437
Remote Similarity	0.6883	NPC219664
Remote Similarity	0.688	NPC170114
Remote Similarity	0.6872	NPC475112
Remote Similarity	0.6872	NPC475085
Remote Similarity	0.6872	NPC291535
Remote Similarity	0.687	NPC41501
Remote Similarity	0.6867	NPC236668
Remote Similarity	0.6867	NPC469592
Remote Similarity	0.6867	NPC471080
Remote Similarity	0.6867	NPC478074
Remote Similarity	0.6866	NPC176127
Remote Similarity	0.6864	NPC250178
Remote Similarity	0.686	NPC201508
Remote Similarity	0.686	NPC477531
Remote Similarity	0.686	NPC26850
Remote Similarity	0.6858	NPC121772
Remote Similarity	0.6856	NPC476106
Remote Similarity	0.6854	NPC208060
Remote Similarity	0.6846	NPC471762
Remote Similarity	0.6838	NPC470549
Remote Similarity	0.6838	NPC146976
Remote Similarity	0.6835	NPC477533
Remote Similarity	0.683	NPC194967
Remote Similarity	0.6828	NPC476044
Remote Similarity	0.6824	NPC203168
Remote Similarity	0.6822	NPC469594
Remote Similarity	0.6818	NPC209174
Remote Similarity	0.6818	NPC254762
Remote Similarity	0.681	NPC471304
Remote Similarity	0.6808	NPC476686
Remote Similarity	0.6808	NPC476688
Remote Similarity	0.6808	NPC105758
Remote Similarity	0.6805	NPC157931
Remote Similarity	0.6803	NPC255800
Remote Similarity	0.6803	NPC96584
Remote Similarity	0.68	NPC70956
Remote Similarity	0.68	NPC243834
Remote Similarity	0.6798	NPC66815
Remote Similarity	0.6793	NPC17565
Remote Similarity	0.6792	NPC278874
Remote Similarity	0.6789	NPC473183
Remote Similarity	0.6787	NPC316756
Remote Similarity	0.6787	NPC230805
Remote Similarity	0.6786	NPC326634
Remote Similarity	0.6783	NPC323345
Remote Similarity	0.6783	NPC470164
Remote Similarity	0.6783	NPC472111
Remote Similarity	0.6778	NPC122463
Remote Similarity	0.6777	NPC66777
Remote Similarity	0.6776	NPC277351
Remote Similarity	0.6767	NPC469589
Remote Similarity	0.6765	NPC174049
Remote Similarity	0.6763	NPC214980
Remote Similarity	0.6763	NPC200888
Remote Similarity	0.6759	NPC283152
Remote Similarity	0.6758	NPC62069
Remote Similarity	0.6757	NPC132385
Remote Similarity	0.6756	NPC13880
Remote Similarity	0.6752	NPC471603
Remote Similarity	0.6749	NPC115595
Remote Similarity	0.6741	NPC79293
Remote Similarity	0.6741	NPC279401
Remote Similarity	0.6739	NPC470930
Remote Similarity	0.6738	NPC11464
Remote Similarity	0.6736	NPC110151
Remote Similarity	0.6735	NPC473182
Remote Similarity	0.6721	NPC475253
Remote Similarity	0.6715	NPC26872
Remote Similarity	0.6711	NPC11017
Remote Similarity	0.6707	NPC473184
Remote Similarity	0.6696	NPC99666
Remote Similarity	0.6695	NPC472099
Remote Similarity	0.6695	NPC174758
Remote Similarity	0.6682	NPC224632
Remote Similarity	0.6681	NPC96321
Remote Similarity	0.6681	NPC26679
Remote Similarity	0.6681	NPC473041
Remote Similarity	0.668	NPC65277
Remote Similarity	0.6667	NPC118776
Remote Similarity	0.6667	NPC17305
Remote Similarity	0.6667	NPC470889
Remote Similarity	0.6667	NPC274291
Remote Similarity	0.6667	NPC60621
Remote Similarity	0.6667	NPC264166
Remote Similarity	0.6667	NPC329708
Remote Similarity	0.6667	NPC118832
Remote Similarity	0.6667	NPC165349
Remote Similarity	0.6667	NPC310118
Remote Similarity	0.6667	NPC47059
Remote Similarity	0.6667	NPC477532
Remote Similarity	0.6653	NPC217176
Remote Similarity	0.6653	NPC472061
Remote Similarity	0.6652	NPC153042
Remote Similarity	0.6652	NPC474188
Remote Similarity	0.6652	NPC82548
Remote Similarity	0.6652	NPC470931
Remote Similarity	0.664	NPC208898
Remote Similarity	0.6639	NPC210434
Remote Similarity	0.6638	NPC242923

Drug Structure

NPD4996 OpenBabel08211706322D 30 32 0 0 0 0 0 0 0 0999 V2000 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 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 -4.3301 -1.5000 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 -3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 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 -1.7321 -2.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 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 -0.8660 -1.5000 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 -3.0000 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 -0.8660 -0.5000 0.0000 C 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 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 3 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 16 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 16 1 0 0 0 0 7 17 2 0 0 0 0 8 10 1 0 0 0 0 8 26 1 0 0 0 0 9 11 1 0 0 0 0 9 27 1 0 0 0 0 10 28 1 0 0 0 0 11 29 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 13 20 1 0 0 0 0 14 19 2 0 0 0 0 14 21 1 0 0 0 0 15 23 2 0 0 0 0 15 24 1 0 0 0 0 17 25 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 21 2 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000473; DAP001010
DrugBank	DB00530
ChEMBL	CHEMBL553
IUPHAR/BPS	4920
PharmaGKB	PA134687924
KEGG Drug	D07907
PubChem CID	176871; 176870
ChEBI	114785
CAS Number	183321-74-6

Drug Properties

Molecular Weight	393.17
ALogP	-0.0209
MLogP	3.11
XLogP	3.144
HDA	5
HBD	1
Rotatable Bonds	12
TPSA	74.73
RO5 Violation	0