NPASS drugs

Drug Information

Drug ID:	NPD7166
Drug Name:	Lapatinib
Molecular Formula:	C29H26ClFN4O4S
Canonical SMILES:	Fc1cccc(c1)COc1ccc(cc1Cl)Nc1ncnc2c1cc(cc2)c1ccc(o1)CNCCS(=O)(=O)C
Standard InCHI:	InChI=1S/C29H26ClFN4O4S/c1-40(36,37)12-11-32-16-23-7-10-27(39-23)20-5-8-26-24(14-20)29(34-18-33-26)35-22-6-9-28(25(30)15-22)38-17-19-3-2-4-21(31)13-19/h2-10,13-15,18,32H,11-12,16-17H2,1H3,(H,33,34,35)
Standard InCHIKey:	BCFGMOOMADDAQU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7166

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	592
0.1-0.2	4494
0.2-0.3	8845
0.3-0.4	11307
0.4-0.5	3755
0.5-0.6	1651
0.6-0.7	245
0.7-0.8	1
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
Intermediate Similarity	0.7546	NPC56271
Remote Similarity	0.6813	NPC39370
Remote Similarity	0.6801	NPC473186
Remote Similarity	0.6772	NPC74619
Remote Similarity	0.6741	NPC470018
Remote Similarity	0.674	NPC49547
Remote Similarity	0.6716	NPC157931
Remote Similarity	0.6703	NPC142385
Remote Similarity	0.6679	NPC208522
Remote Similarity	0.663	NPC216612
Remote Similarity	0.6628	NPC45190
Remote Similarity	0.6607	NPC295452
Remote Similarity	0.6607	NPC171393
Remote Similarity	0.6593	NPC280799
Remote Similarity	0.6593	NPC478078
Remote Similarity	0.6593	NPC74575
Remote Similarity	0.6585	NPC51854
Remote Similarity	0.6565	NPC300156
Remote Similarity	0.6556	NPC472099
Remote Similarity	0.6549	NPC9729
Remote Similarity	0.6548	NPC72905
Remote Similarity	0.6547	NPC116701
Remote Similarity	0.6544	NPC322482
Remote Similarity	0.6527	NPC9482
Remote Similarity	0.6523	NPC240384
Remote Similarity	0.6523	NPC15801
Remote Similarity	0.6522	NPC267853
Remote Similarity	0.6509	NPC471762
Remote Similarity	0.6507	NPC152620
Remote Similarity	0.6503	NPC137353
Remote Similarity	0.65	NPC101350
Remote Similarity	0.6498	NPC244897
Remote Similarity	0.6487	NPC470017
Remote Similarity	0.6484	NPC130570
Remote Similarity	0.6475	NPC180504
Remote Similarity	0.6475	NPC329631
Remote Similarity	0.6473	NPC257851
Remote Similarity	0.6471	NPC198503
Remote Similarity	0.6471	NPC53534
Remote Similarity	0.6466	NPC471304
Remote Similarity	0.6466	NPC470020
Remote Similarity	0.6464	NPC235685
Remote Similarity	0.6452	NPC316411
Remote Similarity	0.6448	NPC63109
Remote Similarity	0.6448	NPC258048
Remote Similarity	0.6442	NPC187501
Remote Similarity	0.6434	NPC323969
Remote Similarity	0.6431	NPC50511
Remote Similarity	0.6419	NPC478013
Remote Similarity	0.6415	NPC249583
Remote Similarity	0.6414	NPC478083
Remote Similarity	0.6403	NPC474688
Remote Similarity	0.6395	NPC132385
Remote Similarity	0.6394	NPC39500
Remote Similarity	0.639	NPC66777
Remote Similarity	0.6381	NPC208284
Remote Similarity	0.638	NPC196718
Remote Similarity	0.6376	NPC270515
Remote Similarity	0.6374	NPC225279
Remote Similarity	0.6364	NPC122436
Remote Similarity	0.636	NPC96321
Remote Similarity	0.636	NPC46561
Remote Similarity	0.6354	NPC192712
Remote Similarity	0.6353	NPC4687
Remote Similarity	0.6348	NPC472061
Remote Similarity	0.6348	NPC470022
Remote Similarity	0.6344	NPC477112
Remote Similarity	0.6344	NPC315062
Remote Similarity	0.6344	NPC260434
Remote Similarity	0.6337	NPC48317
Remote Similarity	0.6337	NPC208084
Remote Similarity	0.6335	NPC24802
Remote Similarity	0.6333	NPC478012
Remote Similarity	0.6333	NPC478011
Remote Similarity	0.6327	NPC210434
Remote Similarity	0.6327	NPC144452
Remote Similarity	0.6325	NPC172355
Remote Similarity	0.6321	NPC102593
Remote Similarity	0.6318	NPC314056
Remote Similarity	0.6312	NPC314176
Remote Similarity	0.6308	NPC24019
Remote Similarity	0.6303	NPC471614
Remote Similarity	0.63	NPC184408
Remote Similarity	0.6299	NPC22481
Remote Similarity	0.6296	NPC310211
Remote Similarity	0.6296	NPC118940
Remote Similarity	0.6296	NPC308137
Remote Similarity	0.6296	NPC94157
Remote Similarity	0.6295	NPC187145
Remote Similarity	0.6294	NPC316756
Remote Similarity	0.6292	NPC321428
Remote Similarity	0.629	NPC104712
Remote Similarity	0.629	NPC6786
Remote Similarity	0.6289	NPC329982
Remote Similarity	0.6287	NPC36405
Remote Similarity	0.6286	NPC160666
Remote Similarity	0.6285	NPC161801
Remote Similarity	0.6281	NPC475844
Remote Similarity	0.6278	NPC327592
Remote Similarity	0.6273	NPC236668
Remote Similarity	0.6272	NPC274640
Remote Similarity	0.6267	NPC303374
Remote Similarity	0.6264	NPC169402
Remote Similarity	0.6262	NPC196449
Remote Similarity	0.6262	NPC314222
Remote Similarity	0.6259	NPC132631
Remote Similarity	0.6259	NPC478081
Remote Similarity	0.6259	NPC87413
Remote Similarity	0.6259	NPC39092
Remote Similarity	0.6259	NPC103687
Remote Similarity	0.6255	NPC150239
Remote Similarity	0.6255	NPC317373
Remote Similarity	0.6254	NPC108342
Remote Similarity	0.6254	NPC473187
Remote Similarity	0.625	NPC146976
Remote Similarity	0.625	NPC16066
Remote Similarity	0.625	NPC278525
Remote Similarity	0.6241	NPC165964
Remote Similarity	0.6236	NPC318299
Remote Similarity	0.6232	NPC182907
Remote Similarity	0.6232	NPC189903
Remote Similarity	0.6231	NPC243850
Remote Similarity	0.6227	NPC152768
Remote Similarity	0.6227	NPC148183
Remote Similarity	0.6224	NPC477066
Remote Similarity	0.6224	NPC148889
Remote Similarity	0.6222	NPC269367
Remote Similarity	0.6214	NPC311906
Remote Similarity	0.6214	NPC194740
Remote Similarity	0.6213	NPC317752
Remote Similarity	0.6211	NPC30540
Remote Similarity	0.6207	NPC91868
Remote Similarity	0.6207	NPC63971
Remote Similarity	0.6206	NPC474192
Remote Similarity	0.6206	NPC475720
Remote Similarity	0.6203	NPC478006
Remote Similarity	0.6203	NPC150447
Remote Similarity	0.6202	NPC473540
Remote Similarity	0.6196	NPC132642
Remote Similarity	0.6196	NPC276657
Remote Similarity	0.6194	NPC475666
Remote Similarity	0.619	NPC116238
Remote Similarity	0.619	NPC237740
Remote Similarity	0.6189	NPC41501
Remote Similarity	0.6182	NPC247803
Remote Similarity	0.6182	NPC473041
Remote Similarity	0.6176	NPC472098
Remote Similarity	0.6176	NPC264176
Remote Similarity	0.6172	NPC17437
Remote Similarity	0.6172	NPC77101
Remote Similarity	0.6167	NPC478009
Remote Similarity	0.6167	NPC478010
Remote Similarity	0.6165	NPC179287
Remote Similarity	0.6165	NPC125597
Remote Similarity	0.6162	NPC208898
Remote Similarity	0.6162	NPC309845
Remote Similarity	0.6162	NPC90875
Remote Similarity	0.6159	NPC81939
Remote Similarity	0.6157	NPC473239
Remote Similarity	0.6157	NPC285558
Remote Similarity	0.6154	NPC166722
Remote Similarity	0.6148	NPC207686
Remote Similarity	0.6148	NPC233334
Remote Similarity	0.6148	NPC476465
Remote Similarity	0.6146	NPC478082
Remote Similarity	0.6146	NPC477067
Remote Similarity	0.614	NPC146418
Remote Similarity	0.614	NPC9894
Remote Similarity	0.6137	NPC174760
Remote Similarity	0.6132	NPC475816
Remote Similarity	0.6131	NPC477979
Remote Similarity	0.613	NPC26543
Remote Similarity	0.6128	NPC89549
Remote Similarity	0.6115	NPC60621
Remote Similarity	0.6113	NPC475253
Remote Similarity	0.6111	NPC210296
Remote Similarity	0.6109	NPC67401
Remote Similarity	0.6107	NPC21638
Remote Similarity	0.6105	NPC253675
Remote Similarity	0.6103	NPC78609
Remote Similarity	0.6103	NPC124313
Remote Similarity	0.6102	NPC478080
Remote Similarity	0.6101	NPC298436
Remote Similarity	0.6097	NPC477633
Remote Similarity	0.6093	NPC478141
Remote Similarity	0.6092	NPC477516
Remote Similarity	0.609	NPC84164
Remote Similarity	0.609	NPC207283
Remote Similarity	0.6089	NPC82548
Remote Similarity	0.6089	NPC39679
Remote Similarity	0.6087	NPC305984
Remote Similarity	0.6087	NPC312645
Remote Similarity	0.6084	NPC477549
Remote Similarity	0.6082	NPC178858
Remote Similarity	0.6082	NPC328596
Remote Similarity	0.6082	NPC328318
Remote Similarity	0.6081	NPC294375
Remote Similarity	0.608	NPC315467
Remote Similarity	0.6079	NPC477533
Remote Similarity	0.6074	NPC191489

Drug Structure

NPD7166 OpenBabel08211711362D 42 46 0 0 0 0 0 0 0 0999 V2000 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7472 5.9996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2473 6.1041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1540 5.0861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7631 1.4591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9942 3.9907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7576 1.5636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9997 3.8862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.2976 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4284 4.3816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5820 3.1817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8132 5.7132 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 -1.8296 5.3997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5656 3.4953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8351 5.2951 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1753 2.2681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5662 4.2771 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4010 4.9042 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 -6.5765 3.2862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8187 5.6087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1643 2.4772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4119 4.6952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9833 4.1997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2309 6.4177 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.9729 3.3635 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.1588 2.5817 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.9778 4.3043 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.3955 5.0088 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4174 4.5906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 2.9067 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 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8022 5.9223 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 40 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 19 1 0 0 0 0 4 21 2 0 0 0 0 5 8 2 0 0 0 0 5 20 1 0 0 0 0 6 9 2 0 0 0 0 6 22 1 0 0 0 0 7 10 1 0 0 0 0 7 23 2 0 0 0 0 8 26 1 0 0 0 0 9 28 1 0 0 0 0 10 27 2 0 0 0 0 11 12 1 0 0 0 0 11 32 1 0 0 0 0 12 40 1 0 0 0 0 13 19 2 0 0 0 0 13 21 1 0 0 0 0 14 20 2 0 0 0 0 14 24 1 0 0 0 0 15 22 2 0 0 0 0 15 25 1 0 0 0 0 16 23 1 0 0 0 0 16 32 1 0 0 0 0 17 19 1 0 0 0 0 17 38 1 0 0 0 0 18 33 2 0 0 0 0 18 34 1 0 0 0 0 20 27 1 0 0 0 0 21 31 1 0 0 0 0 22 35 1 0 0 0 0 23 39 1 0 0 0 0 24 26 2 0 0 0 0 24 29 1 0 0 0 0 25 28 2 0 0 0 0 25 30 1 0 0 0 0 26 33 1 0 0 0 0 27 39 1 0 0 0 0 28 38 1 0 0 0 0 29 34 2 0 0 0 0 29 35 1 0 0 0 0 32 41 1 0 0 0 0 35 42 1 0 0 0 0 36 40 2 0 0 0 0 37 40 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000853; DCL000344
DrugBank	DB01259
ChEMBL	CHEMBL554
IUPHAR/BPS	5692
PharmaGKB	PA152241907
KEGG Drug	D04024
PubChem CID	208908; 11557040
ChEBI	49603
CAS Number	231277-92-2

Drug Properties

Molecular Weight	580.13
ALogP	-0.2015
MLogP	3.44
XLogP	6.038
HDA	6
HBD	2
Rotatable Bonds	14
TPSA	114.73
RO5 Violation	2