NPASS drugs

Drug Information

Drug ID:	NPD6421
Drug Name:	LAF-389
Molecular Formula:	C25H42N2O8
Canonical SMILES:	CO[C@H]([C@@H]([C@H]([C@@H](/C=C/C(C)(C)C)O)O)O)C(=N[C@H]1CC[C@H](CN=C1O)OC(=O)C1CCCCC1)O
Standard InCHI:	InChI=1S/C25H42N2O8/c1-25(2,3)13-12-18(28)19(29)20(30)21(34-4)23(32)27-17-11-10-16(14-26-22(17)31)35-24(33)15-8-6-5-7-9-15/h12-13,15-21,28-30H,5-11,14H2,1-4H3,(H,26,31)(H,27,32)/b13-12+/t16-,17+,18-,19+,20-,21-/m1/s1
Standard InCHIKey:	XSYJUVKQRPLTAU-BKMGADMVSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6421

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	62
0.1-0.2	325
0.2-0.3	1919
0.3-0.4	12417
0.4-0.5	9804
0.5-0.6	5789
0.6-0.7	540
0.7-0.8	33
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	0.9314	NPC74035
Intermediate Similarity	0.7692	NPC39290
Intermediate Similarity	0.7692	NPC159369
Intermediate Similarity	0.7679	NPC475918
Intermediate Similarity	0.7624	NPC228638
Intermediate Similarity	0.7603	NPC273185
Intermediate Similarity	0.7581	NPC329919
Intermediate Similarity	0.7581	NPC477793
Intermediate Similarity	0.7522	NPC201128
Intermediate Similarity	0.75	NPC29501
Intermediate Similarity	0.7257	NPC477198
Intermediate Similarity	0.7241	NPC475150
Intermediate Similarity	0.7143	NPC469865
Intermediate Similarity	0.7117	NPC475503
Intermediate Similarity	0.7091	NPC262312
Intermediate Similarity	0.7091	NPC3568
Intermediate Similarity	0.7091	NPC17290
Intermediate Similarity	0.7091	NPC256570
Intermediate Similarity	0.7091	NPC70323
Intermediate Similarity	0.7091	NPC23454
Intermediate Similarity	0.7091	NPC35269
Intermediate Similarity	0.7091	NPC192066
Intermediate Similarity	0.7069	NPC154601
Intermediate Similarity	0.7064	NPC111567
Intermediate Similarity	0.7064	NPC473950
Intermediate Similarity	0.7064	NPC473604
Intermediate Similarity	0.7064	NPC475125
Intermediate Similarity	0.7064	NPC282705
Intermediate Similarity	0.7064	NPC473581
Intermediate Similarity	0.7064	NPC182632
Intermediate Similarity	0.7064	NPC263545
Intermediate Similarity	0.7064	NPC15851
Intermediate Similarity	0.7064	NPC186840
Intermediate Similarity	0.7064	NPC309898
Remote Similarity	0.6983	NPC14537
Remote Similarity	0.6975	NPC251122
Remote Similarity	0.6972	NPC139782
Remote Similarity	0.6972	NPC43074
Remote Similarity	0.6972	NPC242503
Remote Similarity	0.6972	NPC209047
Remote Similarity	0.6972	NPC74672
Remote Similarity	0.6964	NPC45313
Remote Similarity	0.6964	NPC8098
Remote Similarity	0.6964	NPC183449
Remote Similarity	0.6964	NPC197294
Remote Similarity	0.6937	NPC282088
Remote Similarity	0.6937	NPC157353
Remote Similarity	0.6937	NPC54961
Remote Similarity	0.6937	NPC156782
Remote Similarity	0.6937	NPC158445
Remote Similarity	0.6923	NPC473252
Remote Similarity	0.6911	NPC201968
Remote Similarity	0.6911	NPC6531
Remote Similarity	0.6909	NPC61894
Remote Similarity	0.6909	NPC475603
Remote Similarity	0.6903	NPC475646
Remote Similarity	0.6891	NPC473578
Remote Similarity	0.6891	NPC329305
Remote Similarity	0.6885	NPC103391
Remote Similarity	0.6885	NPC471645
Remote Similarity	0.6885	NPC472536
Remote Similarity	0.687	NPC475472
Remote Similarity	0.6864	NPC251330
Remote Similarity	0.6857	NPC474312
Remote Similarity	0.6842	NPC234542
Remote Similarity	0.6829	NPC30196
Remote Similarity	0.6822	NPC204556
Remote Similarity	0.6818	NPC73829
Remote Similarity	0.6818	NPC119794
Remote Similarity	0.6814	NPC189629
Remote Similarity	0.6814	NPC175614
Remote Similarity	0.6807	NPC70235
Remote Similarity	0.6797	NPC313342
Remote Similarity	0.6797	NPC313333
Remote Similarity	0.6797	NPC314512
Remote Similarity	0.6797	NPC314451
Remote Similarity	0.6796	NPC474833
Remote Similarity	0.6783	NPC473224
Remote Similarity	0.678	NPC271269
Remote Similarity	0.6767	NPC76999
Remote Similarity	0.6748	NPC50694
Remote Similarity	0.6729	NPC477199
Remote Similarity	0.6721	NPC1111
Remote Similarity	0.6721	NPC261750
Remote Similarity	0.6716	NPC235772
Remote Similarity	0.6716	NPC75318
Remote Similarity	0.6716	NPC280941
Remote Similarity	0.6695	NPC205176
Remote Similarity	0.6694	NPC113012
Remote Similarity	0.6694	NPC122926
Remote Similarity	0.6692	NPC314361
Remote Similarity	0.6667	NPC477515
Remote Similarity	0.6667	NPC67917
Remote Similarity	0.6667	NPC145899
Remote Similarity	0.6667	NPC313670
Remote Similarity	0.6667	NPC314268
Remote Similarity	0.6667	NPC307903
Remote Similarity	0.6667	NPC140251
Remote Similarity	0.6667	NPC313802
Remote Similarity	0.664	NPC316325
Remote Similarity	0.664	NPC147707
Remote Similarity	0.6639	NPC472615
Remote Similarity	0.6638	NPC271207
Remote Similarity	0.6638	NPC206711
Remote Similarity	0.6638	NPC255175
Remote Similarity	0.6638	NPC225978
Remote Similarity	0.6617	NPC139585
Remote Similarity	0.6612	NPC474725
Remote Similarity	0.6612	NPC133729
Remote Similarity	0.6607	NPC270005
Remote Similarity	0.6607	NPC208537
Remote Similarity	0.6607	NPC472197
Remote Similarity	0.6591	NPC471471
Remote Similarity	0.6591	NPC164476
Remote Similarity	0.6591	NPC121601
Remote Similarity	0.6587	NPC9714
Remote Similarity	0.6585	NPC279383
Remote Similarity	0.6585	NPC295444
Remote Similarity	0.6585	NPC268327
Remote Similarity	0.6585	NPC273215
Remote Similarity	0.6585	NPC60432
Remote Similarity	0.6569	NPC200788
Remote Similarity	0.6569	NPC243680
Remote Similarity	0.6565	NPC314282
Remote Similarity	0.6555	NPC472616
Remote Similarity	0.6544	NPC472430
Remote Similarity	0.6538	NPC204639
Remote Similarity	0.6525	NPC214821
Remote Similarity	0.6525	NPC298067
Remote Similarity	0.6519	NPC477072
Remote Similarity	0.6519	NPC78189
Remote Similarity	0.6512	NPC469943
Remote Similarity	0.6512	NPC190663
Remote Similarity	0.6508	NPC475642
Remote Similarity	0.6504	NPC12270
Remote Similarity	0.6496	NPC230889
Remote Similarity	0.6484	NPC237420
Remote Similarity	0.6484	NPC473808
Remote Similarity	0.6476	NPC473984
Remote Similarity	0.6475	NPC210729
Remote Similarity	0.6475	NPC82931
Remote Similarity	0.6475	NPC172365
Remote Similarity	0.6471	NPC55336
Remote Similarity	0.6471	NPC215988
Remote Similarity	0.6466	NPC40812
Remote Similarity	0.6462	NPC318445
Remote Similarity	0.6462	NPC316133
Remote Similarity	0.6462	NPC16709
Remote Similarity	0.6462	NPC315783
Remote Similarity	0.646	NPC472199
Remote Similarity	0.6458	NPC36463
Remote Similarity	0.6458	NPC298005
Remote Similarity	0.6455	NPC278283
Remote Similarity	0.6454	NPC69176
Remote Similarity	0.6454	NPC284625
Remote Similarity	0.6449	NPC476558
Remote Similarity	0.6446	NPC475800
Remote Similarity	0.6446	NPC315426
Remote Similarity	0.6438	NPC475527
Remote Similarity	0.6435	NPC36954
Remote Similarity	0.6434	NPC244380
Remote Similarity	0.6434	NPC242692
Remote Similarity	0.6434	NPC61717
Remote Similarity	0.6429	NPC7905
Remote Similarity	0.6429	NPC315652
Remote Similarity	0.6417	NPC220964
Remote Similarity	0.6417	NPC475676
Remote Similarity	0.6412	NPC469494
Remote Similarity	0.6412	NPC160493
Remote Similarity	0.6408	NPC288086
Remote Similarity	0.6406	NPC169328
Remote Similarity	0.6403	NPC180770
Remote Similarity	0.6396	NPC477959
Remote Similarity	0.6395	NPC113620
Remote Similarity	0.6395	NPC100612
Remote Similarity	0.6395	NPC174336
Remote Similarity	0.6395	NPC187497
Remote Similarity	0.6395	NPC475599
Remote Similarity	0.6389	NPC474252
Remote Similarity	0.6387	NPC474709
Remote Similarity	0.6387	NPC72401
Remote Similarity	0.6387	NPC325339
Remote Similarity	0.6387	NPC473596
Remote Similarity	0.6385	NPC476183
Remote Similarity	0.6383	NPC475152
Remote Similarity	0.6383	NPC475394
Remote Similarity	0.6383	NPC475584
Remote Similarity	0.6379	NPC180722
Remote Similarity	0.6379	NPC165332
Remote Similarity	0.6379	NPC195645
Remote Similarity	0.6379	NPC123141
Remote Similarity	0.6378	NPC209734
Remote Similarity	0.6377	NPC246209
Remote Similarity	0.637	NPC90814
Remote Similarity	0.637	NPC316401
Remote Similarity	0.637	NPC189393
Remote Similarity	0.6357	NPC314482
Remote Similarity	0.6357	NPC310467
Remote Similarity	0.635	NPC472428
Remote Similarity	0.6348	NPC472198

Drug Structure

NPD6421 OpenBabel08211709092D 40 41 0 0 1 0 0 0 0 0999 V2000 -1.1774 -7.9542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0827 -6.4899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1574 -7.4871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4203 -2.3989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5139 -3.2686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6478 -2.7686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3799 -2.7686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6478 -1.7686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3799 -1.7686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8565 -1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1235 -1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8730 -5.3260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3069 -6.2270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9556 0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5139 -1.2686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7818 -0.2686 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1347 -1.7969 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1242 -5.2513 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5581 -4.3503 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5553 -4.2756 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9892 -3.3746 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3653 -0.9309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4259 -2.5484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5139 -0.2686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7436 -7.0533 0.0000 C 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 0.4287 -2.6231 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6875 -6.0776 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0052 -3.5241 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1186 -5.1019 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3625 -1.0056 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8597 -1.6474 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3799 0.2314 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9864 -3.2999 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6478 0.2314 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2536 -6.9785 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0024 -3.5988 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1158 -5.0271 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9259 -0.1794 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8570 -1.5727 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 4 34 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 15 1 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 13 2 0 0 0 0 13 25 1 0 0 0 0 14 16 1 0 0 0 0 14 26 1 0 0 0 0 15 24 1 0 0 0 0 16 35 1 1 0 0 0 17 22 1 0 0 0 0 17 27 1 1 0 0 0 18 12 1 6 0 0 0 18 19 1 0 0 0 0 18 28 1 0 0 0 0 19 20 1 0 0 0 0 19 29 1 6 0 0 0 20 21 1 0 0 0 0 20 30 1 6 0 0 0 21 23 1 6 0 0 0 21 34 1 0 0 0 0 22 26 2 0 0 0 0 22 31 1 0 0 0 0 23 27 2 3 0 0 0 23 32 1 0 0 0 0 24 33 2 0 0 0 0 24 35 1 0 0 0 0 28 36 1 0 0 0 0 29 37 1 0 0 0 0 30 38 1 0 0 0 0 31 39 1 0 0 0 0 32 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002288
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	498.29
ALogP	-1.4649
MLogP	3.11
XLogP	2.224
HDA	10
HBD	5
Rotatable Bonds	20
TPSA	161.4
RO5 Violation	1