NPASS drugs

Drug Information

Drug ID:	NPD6429
Drug Name:	Acarbose
Molecular Formula:	C25H43NO18
Canonical SMILES:	OC[C@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)O)N[C@H]1C=C(CO)[C@H]([C@@H]([C@H]1O)O)O)O)O
Standard InCHI:	"InChI=1S/C25H43NO18/c1-6-11(26-8-2-7(3-27)12(30)15(33)13(8)31)14(32)19(37)24(40-6)43-22-10(5-29)42-25(20(38)17(22)35)44-21-9(4-28)41-23(39)18(36)16(21)34/h2,6,8-39H,3-5H2,1H3/t6-,8+,9-,10-,11-,12-,13+,14+,15+,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-/m1/s1"
Standard InCHIKey:	XUFXOAAUWZOOIT-SXARVLRPSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6429

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	126047
0.1-0.2	79682
0.2-0.3	5766
0.3-0.4	122
0.4-0.5	62
0.5-0.6	25
0.6-0.7	10
0.7-0.8	12
0.8-0.85	1
0.85-0.9	4
0.9-0.95	1
0.95-1	8

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	NPC482833
High Similarity	1.0	NPC314306
High Similarity	1.0	NPC314350
High Similarity	1.0	NPC494916
High Similarity	1.0	NPC563448
High Similarity	1.0	NPC576330
High Similarity	1.0	NPC608031
High Similarity	1.0	NPC611660
High Similarity	0.931	NPC545742
High Similarity	0.8923	NPC501972
High Similarity	0.8923	NPC556160
High Similarity	0.8923	NPC572289
High Similarity	0.8923	NPC583809
Intermediate Similarity	0.8056	NPC504333
Intermediate Similarity	0.7826	NPC581621
Intermediate Similarity	0.7826	NPC583100
Intermediate Similarity	0.7733	NPC537674
Intermediate Similarity	0.7571	NPC515985
Intermediate Similarity	0.7538	NPC551349
Intermediate Similarity	0.7538	NPC589069
Intermediate Similarity	0.7436	NPC586460
Intermediate Similarity	0.7391	NPC530153
Intermediate Similarity	0.7391	NPC565203
Intermediate Similarity	0.725	NPC585802
Intermediate Similarity	0.7101	NPC563547
Intermediate Similarity	0.7073	NPC543419
Remote Similarity	0.6824	NPC586472
Remote Similarity	0.6806	NPC525298
Remote Similarity	0.6806	NPC544325
Remote Similarity	0.6806	NPC546084
Remote Similarity	0.6806	NPC597599
Remote Similarity	0.6517	NPC517968
Remote Similarity	0.6092	NPC507612
Remote Similarity	0.6092	NPC593016
Remote Similarity	0.6027	NPC512822
Remote Similarity	0.6027	NPC571996
Remote Similarity	0.55	NPC557871
Remote Similarity	0.5467	NPC493434
Remote Similarity	0.5467	NPC520479
Remote Similarity	0.5238	NPC139037
Remote Similarity	0.5238	NPC15564
Remote Similarity	0.5238	NPC235431
Remote Similarity	0.5238	NPC87628
Remote Similarity	0.5238	NPC284239
Remote Similarity	0.5238	NPC312247
Remote Similarity	0.5238	NPC236349
Remote Similarity	0.5238	NPC317023
Remote Similarity	0.5238	NPC240797
Remote Similarity	0.5238	NPC141799
Remote Similarity	0.5238	NPC128987
Remote Similarity	0.5238	NPC105369
Remote Similarity	0.5238	NPC282595
Remote Similarity	0.5238	NPC489878
Remote Similarity	0.5238	NPC521017
Remote Similarity	0.5238	NPC538518
Remote Similarity	0.5238	NPC544594
Remote Similarity	0.5238	NPC553449
Remote Similarity	0.5238	NPC557786
Remote Similarity	0.5238	NPC604690
Remote Similarity	0.5128	NPC493930
Remote Similarity	0.5128	NPC504918

Drug Structure

NPD6429 OpenBabel08211709092D 58 61 0 0 1 0 0 0 0 0999 V2000 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 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 0.8660 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 2 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 1 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 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 0.0000 C 0 0 1 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 1.7321 -1.0000 0.0000 C 0 0 2 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 4.3301 0.5000 0.0000 C 0 0 2 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 -1.7321 -1.0000 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 -3.4641 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 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 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -5.5000 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 6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -4.5000 0.0000 O 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 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 -4.3301 0.5000 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 0.5000 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 2.5981 0.5000 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 6.9282 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 H 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 5.1962 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 H 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 -4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 7 2 0 0 0 0 2 8 1 0 0 0 0 3 7 1 0 0 0 0 3 27 1 0 0 0 0 4 28 1 0 0 0 0 5 29 1 0 0 0 0 6 1 1 1 0 0 0 6 11 1 0 0 0 0 6 40 1 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 8 26 1 6 0 0 0 9 4 1 6 0 0 0 9 21 1 0 0 0 0 9 41 1 0 0 0 0 10 5 1 6 0 0 0 10 22 1 0 0 0 0 10 42 1 0 0 0 0 11 14 1 0 0 0 0 11 26 1 6 0 0 0 12 15 1 0 0 0 0 12 30 1 6 0 0 0 13 15 1 0 0 0 0 13 31 1 6 0 0 0 14 19 1 0 0 0 0 14 32 1 1 0 0 0 15 33 1 1 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 16 34 1 6 0 0 0 17 20 1 0 0 0 0 17 22 1 0 0 0 0 17 35 1 6 0 0 0 18 23 1 0 0 0 0 18 36 1 1 0 0 0 19 24 1 0 0 0 0 19 37 1 6 0 0 0 20 25 1 0 0 0 0 20 38 1 1 0 0 0 21 44 1 1 0 0 0 22 43 1 1 0 0 0 23 39 1 6 0 0 0 23 41 1 0 0 0 0 24 40 1 0 0 0 0 24 43 1 6 0 0 0 25 42 1 0 0 0 0 25 44 1 1 0 0 0 26 45 1 0 0 0 0 27 46 1 0 0 0 0 28 47 1 0 0 0 0 29 48 1 0 0 0 0 30 49 1 0 0 0 0 31 50 1 0 0 0 0 32 51 1 0 0 0 0 33 52 1 0 0 0 0 34 53 1 0 0 0 0 35 54 1 0 0 0 0 36 55 1 0 0 0 0 37 56 1 0 0 0 0 38 57 1 0 0 0 0 39 58 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000309; DAP000174; DPR000002
DrugBank
ChEMBL
IUPHAR/BPS	6791
PharmaGKB
KEGG Drug
PubChem CID	444254
ChEBI
CAS Number

Drug Properties

Molecular Weight	645.25
ALogP	-7.2263
MLogP	2.12
XLogP	-5.53
HDA	19
HBD	14
Rotatable Bonds	23
TPSA	321.17
RO5 Violation	2