NPASS drugs

Drug Information

Drug ID:	NPD5228
Drug Name:	Lafutidine
Molecular Formula:	C22H29N3O4S
Canonical SMILES:	O=S(Cc1ccco1)CC(=NC/C=CCOc1nccc(c1)CN1CCCCC1)O
Standard InCHI:	InChI=1S/C22H29N3O4S/c26-21(18-30(27)17-20-7-6-14-28-20)23-9-2-5-13-29-22-15-19(8-10-24-22)16-25-11-3-1-4-12-25/h2,5-8,10,14-15H,1,3-4,9,11-13,16-18H2,(H,23,26)/b5-2-
Standard InCHIKey:	KMZQAVXSMUKBPD-DJWKRKHSSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5228

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	255
0.1-0.2	3486
0.2-0.3	9307
0.3-0.4	5366
0.4-0.5	10056
0.5-0.6	1882
0.6-0.7	537
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	0.7074	NPC75179
Remote Similarity	0.6978	NPC471004
Remote Similarity	0.6968	NPC107287
Remote Similarity	0.685	NPC317010
Remote Similarity	0.6814	NPC206251
Remote Similarity	0.6814	NPC74382
Remote Similarity	0.6808	NPC289086
Remote Similarity	0.6798	NPC295158
Remote Similarity	0.6795	NPC475533
Remote Similarity	0.6789	NPC236668
Remote Similarity	0.6766	NPC324619
Remote Similarity	0.6766	NPC475315
Remote Similarity	0.6758	NPC146976
Remote Similarity	0.6755	NPC112741
Remote Similarity	0.6754	NPC263455
Remote Similarity	0.6752	NPC180668
Remote Similarity	0.6752	NPC471013
Remote Similarity	0.6752	NPC148896
Remote Similarity	0.6744	NPC193238
Remote Similarity	0.6736	NPC113812
Remote Similarity	0.6721	NPC114310
Remote Similarity	0.6712	NPC168209
Remote Similarity	0.6708	NPC328928
Remote Similarity	0.6684	NPC471178
Remote Similarity	0.6667	NPC326930
Remote Similarity	0.6667	NPC475301
Remote Similarity	0.6651	NPC470020
Remote Similarity	0.6651	NPC269367
Remote Similarity	0.6651	NPC289786
Remote Similarity	0.6639	NPC10904
Remote Similarity	0.6639	NPC13603
Remote Similarity	0.6633	NPC121658
Remote Similarity	0.6633	NPC249614
Remote Similarity	0.6633	NPC471648
Remote Similarity	0.6633	NPC14651
Remote Similarity	0.6622	NPC216612
Remote Similarity	0.6622	NPC243633
Remote Similarity	0.6622	NPC175150
Remote Similarity	0.6619	NPC135950
Remote Similarity	0.6618	NPC224327
Remote Similarity	0.6615	NPC312860
Remote Similarity	0.6607	NPC54066
Remote Similarity	0.6601	NPC168486
Remote Similarity	0.6601	NPC222592
Remote Similarity	0.6598	NPC85879
Remote Similarity	0.6598	NPC53255
Remote Similarity	0.6596	NPC471323
Remote Similarity	0.6593	NPC322482
Remote Similarity	0.6592	NPC314270
Remote Similarity	0.6591	NPC264176
Remote Similarity	0.6583	NPC476518
Remote Similarity	0.6582	NPC124542
Remote Similarity	0.6582	NPC471177
Remote Similarity	0.6582	NPC59779
Remote Similarity	0.6575	NPC290689
Remote Similarity	0.6569	NPC219963
Remote Similarity	0.6561	NPC167400
Remote Similarity	0.656	NPC82548
Remote Similarity	0.6557	NPC473833
Remote Similarity	0.6556	NPC471015
Remote Similarity	0.6555	NPC161801
Remote Similarity	0.6544	NPC472286
Remote Similarity	0.6544	NPC309498
Remote Similarity	0.6544	NPC472287
Remote Similarity	0.654	NPC93390
Remote Similarity	0.6538	NPC44354
Remote Similarity	0.6532	NPC16066
Remote Similarity	0.653	NPC472752
Remote Similarity	0.653	NPC174672
Remote Similarity	0.6526	NPC324245
Remote Similarity	0.6526	NPC127085
Remote Similarity	0.6526	NPC320748
Remote Similarity	0.6513	NPC138018
Remote Similarity	0.6512	NPC328559
Remote Similarity	0.6512	NPC32451
Remote Similarity	0.6509	NPC109922
Remote Similarity	0.6508	NPC230085
Remote Similarity	0.6508	NPC159630
Remote Similarity	0.6498	NPC264166
Remote Similarity	0.6498	NPC274291
Remote Similarity	0.6498	NPC329708
Remote Similarity	0.6498	NPC118832
Remote Similarity	0.6498	NPC165349
Remote Similarity	0.6498	NPC47059
Remote Similarity	0.6495	NPC103361
Remote Similarity	0.6495	NPC123395
Remote Similarity	0.6488	NPC470474
Remote Similarity	0.6488	NPC266551
Remote Similarity	0.6488	NPC161887
Remote Similarity	0.6486	NPC165837
Remote Similarity	0.6484	NPC287208
Remote Similarity	0.6479	NPC473814
Remote Similarity	0.6479	NPC78767
Remote Similarity	0.6473	NPC477908
Remote Similarity	0.6473	NPC206343
Remote Similarity	0.6473	NPC241025
Remote Similarity	0.6466	NPC196718
Remote Similarity	0.6465	NPC470279
Remote Similarity	0.6465	NPC79223
Remote Similarity	0.6462	NPC146724
Remote Similarity	0.6455	NPC174758
Remote Similarity	0.6452	NPC143325
Remote Similarity	0.6449	NPC472284
Remote Similarity	0.6449	NPC317672
Remote Similarity	0.6447	NPC122436
Remote Similarity	0.6445	NPC133140
Remote Similarity	0.6445	NPC195268
Remote Similarity	0.6445	NPC56170
Remote Similarity	0.6437	NPC471978
Remote Similarity	0.6436	NPC111624
Remote Similarity	0.6432	NPC473053
Remote Similarity	0.6429	NPC134079
Remote Similarity	0.6429	NPC207531
Remote Similarity	0.6422	NPC210256
Remote Similarity	0.6422	NPC472259
Remote Similarity	0.6419	NPC476582
Remote Similarity	0.6419	NPC476578
Remote Similarity	0.6419	NPC97746
Remote Similarity	0.6419	NPC4071
Remote Similarity	0.6416	NPC298436
Remote Similarity	0.6416	NPC472555
Remote Similarity	0.6415	NPC307963
Remote Similarity	0.6415	NPC473821
Remote Similarity	0.6414	NPC99891
Remote Similarity	0.6414	NPC177404
Remote Similarity	0.6411	NPC325775
Remote Similarity	0.6404	NPC477911
Remote Similarity	0.6404	NPC210434
Remote Similarity	0.6402	NPC329024
Remote Similarity	0.6402	NPC74153
Remote Similarity	0.6398	NPC114974
Remote Similarity	0.6395	NPC102593
Remote Similarity	0.6388	NPC472099
Remote Similarity	0.6381	NPC255909
Remote Similarity	0.6379	NPC24019
Remote Similarity	0.6379	NPC278525
Remote Similarity	0.6377	NPC322043
Remote Similarity	0.6376	NPC475774
Remote Similarity	0.6374	NPC471589
Remote Similarity	0.6373	NPC476419
Remote Similarity	0.6372	NPC59033
Remote Similarity	0.6372	NPC319556
Remote Similarity	0.6368	NPC22481
Remote Similarity	0.6368	NPC472098
Remote Similarity	0.6364	NPC194040
Remote Similarity	0.6364	NPC313189
Remote Similarity	0.6364	NPC118084
Remote Similarity	0.636	NPC471979
Remote Similarity	0.6359	NPC471997
Remote Similarity	0.6359	NPC325705
Remote Similarity	0.6359	NPC52831
Remote Similarity	0.6356	NPC148183
Remote Similarity	0.6356	NPC152768
Remote Similarity	0.6347	NPC476581
Remote Similarity	0.6347	NPC327592
Remote Similarity	0.6347	NPC36229
Remote Similarity	0.6347	NPC16452
Remote Similarity	0.6346	NPC207851
Remote Similarity	0.6345	NPC210296
Remote Similarity	0.6343	NPC287437
Remote Similarity	0.6343	NPC474767
Remote Similarity	0.6341	NPC258048
Remote Similarity	0.6338	NPC103230
Remote Similarity	0.6336	NPC246381
Remote Similarity	0.6335	NPC63041
Remote Similarity	0.6333	NPC328798
Remote Similarity	0.6333	NPC472434
Remote Similarity	0.6329	NPC101350
Remote Similarity	0.6327	NPC472435
Remote Similarity	0.6326	NPC267928
Remote Similarity	0.6321	NPC92111
Remote Similarity	0.632	NPC470018
Remote Similarity	0.6318	NPC472111
Remote Similarity	0.6318	NPC317373
Remote Similarity	0.6316	NPC477901
Remote Similarity	0.6316	NPC20249
Remote Similarity	0.6314	NPC108342
Remote Similarity	0.6313	NPC477019
Remote Similarity	0.6311	NPC164340
Remote Similarity	0.6311	NPC50562
Remote Similarity	0.6311	NPC472474
Remote Similarity	0.6311	NPC476236
Remote Similarity	0.6311	NPC469964
Remote Similarity	0.631	NPC29702
Remote Similarity	0.6306	NPC48042
Remote Similarity	0.6306	NPC472550
Remote Similarity	0.6306	NPC304179
Remote Similarity	0.63	NPC97367
Remote Similarity	0.6298	NPC325093
Remote Similarity	0.6298	NPC329631
Remote Similarity	0.6298	NPC327373
Remote Similarity	0.6298	NPC151489
Remote Similarity	0.6295	NPC202768
Remote Similarity	0.6295	NPC296482
Remote Similarity	0.6295	NPC112206
Remote Similarity	0.6295	NPC318299
Remote Similarity	0.6295	NPC476467
Remote Similarity	0.6295	NPC202605
Remote Similarity	0.6295	NPC53069
Remote Similarity	0.6293	NPC74575

Drug Structure

NPD5228 OpenBabel08211706322D 31 33 0 0 0 0 0 0 0 0999 V2000 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 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 -7.6449 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 -1.0933 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 -3.4641 3.0000 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 -1.7321 -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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 -2.7024 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 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 -1.7321 -1.0000 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 -4.3301 1.5000 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 -3.4641 2.0000 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 -2.5981 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -2.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 9 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 7 1 0 0 0 0 6 14 2 0 0 0 0 7 20 2 0 0 0 0 8 10 2 0 0 0 0 8 19 1 0 0 0 0 9 23 1 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 12 25 1 0 0 0 0 13 29 1 0 0 0 0 14 28 1 0 0 0 0 15 19 2 0 0 0 0 15 22 1 0 0 0 0 16 19 1 0 0 0 0 16 25 1 0 0 0 0 17 20 1 0 0 0 0 17 30 1 0 0 0 0 18 21 1 0 0 0 0 18 30 1 0 0 0 0 20 28 1 0 0 0 0 21 23 2 3 0 0 0 21 26 1 0 0 0 0 22 24 2 0 0 0 0 22 29 1 0 0 0 0 26 31 1 0 0 0 0 27 30 2 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	431.19
ALogP	-1.6504
MLogP	3
XLogP	1.33
HDA	5
HBD	1
Rotatable Bonds	12
TPSA	107.37
RO5 Violation	1