NPASS drugs

Drug Information

Drug ID:	NPD3181
Drug Name:
Molecular Formula:	C18H32O16
Canonical SMILES:	O=C[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)O)O)O)O
Standard InCHI:	"InChI=1S/C18H32O16/c19-1-5(21)9(23)10(24)6(22)3-31-17-16(30)14(28)12(26)8(34-17)4-32-18-15(29)13(27)11(25)7(2-20)33-18/h1,5-18,20-30H,2-4H2/t5-,6+,7+,8+,9+,10+,11+,12+,13-,14-,15+,16+,17-,18-/m0/s1"
Standard InCHIKey:	FZWBNHMXJMCXLU-BLAUPYHCSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3181

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	121421
0.1-0.2	66738
0.2-0.3	17673
0.3-0.4	5137
0.4-0.5	606
0.5-0.6	124
0.6-0.7	16
0.7-0.8	2
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	4

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC287198
High Similarity	1.0	NPC82669
High Similarity	1.0	NPC292732
High Similarity	1.0	NPC175246
Intermediate Similarity	0.8293	NPC286298
Intermediate Similarity	0.8293	NPC196274
Intermediate Similarity	0.8293	NPC276789
Intermediate Similarity	0.8293	NPC591254
Intermediate Similarity	0.7045	NPC145112
Intermediate Similarity	0.7045	NPC563839
Remote Similarity	0.6818	NPC528966
Remote Similarity	0.6818	NPC559241
Remote Similarity	0.6818	NPC583109
Remote Similarity	0.66	NPC304371
Remote Similarity	0.66	NPC290724
Remote Similarity	0.64	NPC530665
Remote Similarity	0.6304	NPC562984
Remote Similarity	0.6098	NPC323574
Remote Similarity	0.6098	NPC499968
Remote Similarity	0.6098	NPC540982
Remote Similarity	0.6098	NPC547109
Remote Similarity	0.6	NPC104564
Remote Similarity	0.6	NPC18630
Remote Similarity	0.6	NPC191569
Remote Similarity	0.6	NPC260935
Remote Similarity	0.6	NPC218324
Remote Similarity	0.5957	NPC303727
Remote Similarity	0.5882	NPC147292
Remote Similarity	0.5769	NPC24700
Remote Similarity	0.5769	NPC35181
Remote Similarity	0.5769	NPC490175
Remote Similarity	0.5769	NPC601
Remote Similarity	0.5741	NPC12040
Remote Similarity	0.5686	NPC219205
Remote Similarity	0.566	NPC34877
Remote Similarity	0.566	NPC83963
Remote Similarity	0.566	NPC305307
Remote Similarity	0.566	NPC64160
Remote Similarity	0.566	NPC248453
Remote Similarity	0.566	NPC18950
Remote Similarity	0.566	NPC94644
Remote Similarity	0.566	NPC294872
Remote Similarity	0.566	NPC315672
Remote Similarity	0.566	NPC490433
Remote Similarity	0.566	NPC507274
Remote Similarity	0.566	NPC520754
Remote Similarity	0.566	NPC530485
Remote Similarity	0.566	NPC544397
Remote Similarity	0.566	NPC592907
Remote Similarity	0.566	NPC593885
Remote Similarity	0.566	NPC606223
Remote Similarity	0.5636	NPC285003
Remote Similarity	0.5636	NPC513893
Remote Similarity	0.56	NPC228051
Remote Similarity	0.56	NPC322992
Remote Similarity	0.56	NPC89145
Remote Similarity	0.56	NPC157514
Remote Similarity	0.56	NPC231138
Remote Similarity	0.56	NPC304825
Remote Similarity	0.56	NPC78924
Remote Similarity	0.56	NPC177875
Remote Similarity	0.56	NPC269166
Remote Similarity	0.56	NPC21079
Remote Similarity	0.56	NPC272820
Remote Similarity	0.56	NPC15825
Remote Similarity	0.56	NPC152985
Remote Similarity	0.56	NPC298003
Remote Similarity	0.56	NPC309327
Remote Similarity	0.56	NPC528341
Remote Similarity	0.56	NPC587917
Remote Similarity	0.56	NPC610234
Remote Similarity	0.5581	NPC592912
Remote Similarity	0.5577	NPC113513
Remote Similarity	0.5577	NPC167317
Remote Similarity	0.5577	NPC512026
Remote Similarity	0.5556	NPC565020
Remote Similarity	0.5556	NPC595429
Remote Similarity	0.5517	NPC6908
Remote Similarity	0.5517	NPC531778
Remote Similarity	0.5472	NPC214243
Remote Similarity	0.5472	NPC594966
Remote Similarity	0.5455	NPC277983
Remote Similarity	0.5455	NPC327290
Remote Similarity	0.5455	NPC106073
Remote Similarity	0.5455	NPC248743
Remote Similarity	0.5455	NPC326533
Remote Similarity	0.5455	NPC98265
Remote Similarity	0.5455	NPC238577
Remote Similarity	0.5455	NPC290816
Remote Similarity	0.5455	NPC108362
Remote Similarity	0.5455	NPC508088
Remote Similarity	0.5455	NPC529104
Remote Similarity	0.5455	NPC590462
Remote Similarity	0.54	NPC326806
Remote Similarity	0.54	NPC260649
Remote Similarity	0.54	NPC210019
Remote Similarity	0.54	NPC221862
Remote Similarity	0.54	NPC68528
Remote Similarity	0.54	NPC30247
Remote Similarity	0.54	NPC210308
Remote Similarity	0.5385	NPC591193
Remote Similarity	0.537	NPC520308
Remote Similarity	0.5357	NPC290183
Remote Similarity	0.5357	NPC6084
Remote Similarity	0.5345	NPC143446
Remote Similarity	0.5345	NPC500519
Remote Similarity	0.5294	NPC314797
Remote Similarity	0.5294	NPC536268
Remote Similarity	0.5294	NPC558386
Remote Similarity	0.5273	NPC163715
Remote Similarity	0.5273	NPC283184
Remote Similarity	0.5263	NPC254191
Remote Similarity	0.5263	NPC37592
Remote Similarity	0.5263	NPC510660
Remote Similarity	0.5263	NPC547999
Remote Similarity	0.5263	NPC568060
Remote Similarity	0.5254	NPC57751
Remote Similarity	0.5246	NPC565634
Remote Similarity	0.5227	NPC319479
Remote Similarity	0.5227	NPC103798
Remote Similarity	0.5227	NPC124963
Remote Similarity	0.5227	NPC244315
Remote Similarity	0.5227	NPC8670
Remote Similarity	0.5227	NPC508574
Remote Similarity	0.52	NPC42937
Remote Similarity	0.52	NPC120514
Remote Similarity	0.5192	NPC497914
Remote Similarity	0.5185	NPC472025
Remote Similarity	0.5185	NPC93384
Remote Similarity	0.5172	NPC588357
Remote Similarity	0.5167	NPC547589
Remote Similarity	0.5106	NPC597060
Remote Similarity	0.5094	NPC547247
Remote Similarity	0.5091	NPC565045
Remote Similarity	0.5085	NPC193649
Remote Similarity	0.5082	NPC58663
Remote Similarity	0.5082	NPC154069
Remote Similarity	0.5082	NPC283476
Remote Similarity	0.5082	NPC299057
Remote Similarity	0.5082	NPC121030
Remote Similarity	0.5082	NPC285588
Remote Similarity	0.5082	NPC110072
Remote Similarity	0.5082	NPC142742
Remote Similarity	0.5082	NPC121719
Remote Similarity	0.5082	NPC93822
Remote Similarity	0.5082	NPC294293
Remote Similarity	0.5082	NPC537099
Remote Similarity	0.5082	NPC572516
Remote Similarity	0.5082	NPC592659
Remote Similarity	0.5082	NPC611898

Drug Structure

NPD3181 OpenBabel08211702562D 45 46 0 0 1 0 0 0 0 0999 V2000 -7.7942 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 -6.0622 -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 -8.6603 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 1 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 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 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 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 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 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 H 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 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 2 0 0 0 0 2 20 1 0 0 0 0 3 31 1 0 0 0 0 4 32 1 0 0 0 0 5 1 1 1 0 0 0 5 9 1 0 0 0 0 5 21 1 0 0 0 0 6 3 1 6 0 0 0 6 10 1 0 0 0 0 6 22 1 0 0 0 0 7 2 1 6 0 0 0 7 11 1 0 0 0 0 7 33 1 0 0 0 0 8 4 1 6 0 0 0 8 12 1 0 0 0 0 8 34 1 0 0 0 0 9 10 1 0 0 0 0 9 23 1 6 0 0 0 10 24 1 1 0 0 0 11 13 1 0 0 0 0 11 25 1 1 0 0 0 12 14 1 0 0 0 0 12 26 1 1 0 0 0 13 15 1 0 0 0 0 13 27 1 6 0 0 0 14 16 1 0 0 0 0 14 28 1 6 0 0 0 15 18 1 0 0 0 0 15 29 1 1 0 0 0 16 17 1 0 0 0 0 16 30 1 1 0 0 0 17 31 1 1 0 0 0 17 34 1 0 0 0 0 18 32 1 1 0 0 0 18 33 1 0 0 0 0 20 35 1 0 0 0 0 21 36 1 0 0 0 0 22 37 1 0 0 0 0 23 38 1 0 0 0 0 24 39 1 0 0 0 0 25 40 1 0 0 0 0 26 41 1 0 0 0 0 27 42 1 0 0 0 0 28 43 1 0 0 0 0 29 44 1 0 0 0 0 30 45 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004777
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	504.17
ALogP	-6.2844
MLogP	1.68
XLogP	-5.97
HDA	16
HBD	11
Rotatable Bonds	22
TPSA	276.52
RO5 Violation	3