NPASS drugs

Drug Information

Drug ID:	NPD1831
Drug Name:	Marimastat
Molecular Formula:	C15H29N3O5
Canonical SMILES:	ON=C([C@H]([C@H](C(=N[C@@H](C(C)(C)C)C(=NC)O)O)CC(C)C)O)O
Standard InCHI:	InChI=1S/C15H29N3O5/c1-8(2)7-9(10(19)13(21)18-23)12(20)17-11(14(22)16-6)15(3,4)5/h8-11,19,23H,7H2,1-6H3,(H,16,22)(H,17,20)(H,18,21)/t9-,10+,11-/m1/s1
Standard InCHIKey:	OCSMOTCMPXTDND-OUAUKWLOSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1831

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	44
0.1-0.2	4395
0.2-0.3	14988
0.3-0.4	9681
0.4-0.5	1521
0.5-0.6	224
0.6-0.7	32
0.7-0.8	5
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	0.7536	NPC195165
Intermediate Similarity	0.75	NPC321394
Intermediate Similarity	0.75	NPC326283
Intermediate Similarity	0.7465	NPC477200
Intermediate Similarity	0.7059	NPC145627
Remote Similarity	0.6984	NPC137327
Remote Similarity	0.697	NPC472578
Remote Similarity	0.6857	NPC41429
Remote Similarity	0.6761	NPC474402
Remote Similarity	0.6716	NPC328447
Remote Similarity	0.6625	NPC314466
Remote Similarity	0.6622	NPC476291
Remote Similarity	0.6622	NPC478256
Remote Similarity	0.6622	NPC476285
Remote Similarity	0.6508	NPC80350
Remote Similarity	0.6494	NPC472595
Remote Similarity	0.641	NPC476130
Remote Similarity	0.641	NPC476324
Remote Similarity	0.6364	NPC138435
Remote Similarity	0.6364	NPC43219
Remote Similarity	0.6364	NPC270041
Remote Similarity	0.6349	NPC87359
Remote Similarity	0.6349	NPC180402
Remote Similarity	0.6329	NPC472594
Remote Similarity	0.631	NPC477199
Remote Similarity	0.6282	NPC86064
Remote Similarity	0.6265	NPC477730
Remote Similarity	0.6234	NPC141325
Remote Similarity	0.6234	NPC474403
Remote Similarity	0.6154	NPC476248
Remote Similarity	0.6118	NPC476523
Remote Similarity	0.6056	NPC471129
Remote Similarity	0.6053	NPC472579
Remote Similarity	0.6049	NPC316242
Remote Similarity	0.6	NPC217095
Remote Similarity	0.6	NPC228638
Remote Similarity	0.6	NPC264417
Remote Similarity	0.5977	NPC477728
Remote Similarity	0.5976	NPC478017
Remote Similarity	0.5976	NPC315535
Remote Similarity	0.5976	NPC315131
Remote Similarity	0.5938	NPC289484
Remote Similarity	0.5938	NPC319709
Remote Similarity	0.5875	NPC288086
Remote Similarity	0.5867	NPC470108
Remote Similarity	0.5854	NPC37681
Remote Similarity	0.5844	NPC474299
Remote Similarity	0.5844	NPC475808
Remote Similarity	0.5844	NPC473985
Remote Similarity	0.5844	NPC474298
Remote Similarity	0.5844	NPC314273
Remote Similarity	0.5844	NPC193280
Remote Similarity	0.5844	NPC28348
Remote Similarity	0.5789	NPC470109
Remote Similarity	0.5783	NPC473984
Remote Similarity	0.5769	NPC327486
Remote Similarity	0.5769	NPC327753
Remote Similarity	0.5769	NPC223174
Remote Similarity	0.5745	NPC189629
Remote Similarity	0.5714	NPC470110
Remote Similarity	0.5672	NPC224624
Remote Similarity	0.5667	NPC470284
Remote Similarity	0.5634	NPC8979
Remote Similarity	0.5632	NPC95478
Remote Similarity	0.5632	NPC323180
Remote Similarity	0.5632	NPC145748
Remote Similarity	0.5632	NPC155670
Remote Similarity	0.5616	NPC327170
Remote Similarity	0.5616	NPC329564
Remote Similarity	0.5604	NPC477729
Remote Similarity	0.56	NPC471419
Remote Similarity	0.56	NPC163134

Drug Structure

NPD1831 OpenBabel08211701082D 28 27 0 0 1 0 0 0 0 0999 V2000 5.1962 0.0000 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 5.5622 -3.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 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 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 2 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 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 7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 8 1 0 0 0 0 3 15 1 0 0 0 0 4 15 1 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 8 1 0 0 0 0 9 7 1 1 0 0 0 9 10 1 0 0 0 0 9 12 1 0 0 0 0 10 13 1 6 0 0 0 10 19 1 0 0 0 0 11 14 1 6 0 0 0 11 15 1 0 0 0 0 11 17 1 0 0 0 0 12 17 2 3 0 0 0 12 20 1 0 0 0 0 13 18 2 3 0 0 0 13 21 1 0 0 0 0 14 16 2 3 0 0 0 14 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000005
DrugBank	DB00786
ChEMBL	CHEMBL279785
IUPHAR/BPS
PharmaGKB	PA164748329
KEGG Drug
PubChem CID	119031
ChEBI	50662
CAS Number	154039-60-8

Drug Properties

Molecular Weight	331.21
ALogP	0.6772
MLogP	2.23
XLogP	2.01
HDA	6
HBD	5
Rotatable Bonds	19
TPSA	138.23
RO5 Violation	0