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:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6429

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	72
0.1-0.2	590
0.2-0.3	4441
0.3-0.4	15622
0.4-0.5	7927
0.5-0.6	2017
0.6-0.7	208
0.7-0.8	10
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	1.0	NPC314306
Intermediate Similarity	0.8302	NPC315170
Intermediate Similarity	0.822	NPC20035
Intermediate Similarity	0.7462	NPC297058
Intermediate Similarity	0.7217	NPC55336
Intermediate Similarity	0.7115	NPC36927
Intermediate Similarity	0.7115	NPC271772
Intermediate Similarity	0.7107	NPC241597
Intermediate Similarity	0.7087	NPC314762
Intermediate Similarity	0.7087	NPC296686
Intermediate Similarity	0.7034	NPC315426
Intermediate Similarity	0.7034	NPC313272
Intermediate Similarity	0.7034	NPC319537
Remote Similarity	0.6964	NPC70323
Remote Similarity	0.6964	NPC192066
Remote Similarity	0.6964	NPC23454
Remote Similarity	0.6964	NPC256570
Remote Similarity	0.6964	NPC17290
Remote Similarity	0.6964	NPC262312
Remote Similarity	0.6964	NPC3568
Remote Similarity	0.6964	NPC35269
Remote Similarity	0.6944	NPC306838
Remote Similarity	0.6929	NPC478138
Remote Similarity	0.6923	NPC70574
Remote Similarity	0.6917	NPC150057
Remote Similarity	0.6917	NPC147753
Remote Similarity	0.6894	NPC15249
Remote Similarity	0.6894	NPC25455
Remote Similarity	0.6857	NPC471420
Remote Similarity	0.6847	NPC139782
Remote Similarity	0.6847	NPC209047
Remote Similarity	0.6847	NPC74672
Remote Similarity	0.6847	NPC43074
Remote Similarity	0.6847	NPC242503
Remote Similarity	0.6842	NPC45313
Remote Similarity	0.6842	NPC122819
Remote Similarity	0.6842	NPC197294
Remote Similarity	0.6842	NPC8098
Remote Similarity	0.6842	NPC183449
Remote Similarity	0.6827	NPC98750
Remote Similarity	0.681	NPC315036
Remote Similarity	0.6786	NPC186840
Remote Similarity	0.6786	NPC15851
Remote Similarity	0.6786	NPC475125
Remote Similarity	0.6786	NPC473604
Remote Similarity	0.6786	NPC282705
Remote Similarity	0.6786	NPC182632
Remote Similarity	0.6786	NPC473581
Remote Similarity	0.6786	NPC111567
Remote Similarity	0.6786	NPC475603
Remote Similarity	0.6786	NPC309898
Remote Similarity	0.6786	NPC263545
Remote Similarity	0.6786	NPC473950
Remote Similarity	0.6786	NPC61894
Remote Similarity	0.6715	NPC287885
Remote Similarity	0.6667	NPC158445
Remote Similarity	0.6667	NPC156782
Remote Similarity	0.6667	NPC150557
Remote Similarity	0.6667	NPC469943
Remote Similarity	0.6667	NPC282088
Remote Similarity	0.6667	NPC54961
Remote Similarity	0.6667	NPC157353
Remote Similarity	0.6604	NPC318258
Remote Similarity	0.6574	NPC165119
Remote Similarity	0.6562	NPC67917
Remote Similarity	0.6562	NPC477515
Remote Similarity	0.6562	NPC314268
Remote Similarity	0.6562	NPC313802
Remote Similarity	0.6555	NPC477198
Remote Similarity	0.6525	NPC255175
Remote Similarity	0.6525	NPC56298
Remote Similarity	0.6525	NPC225978
Remote Similarity	0.6525	NPC64348
Remote Similarity	0.6525	NPC471628
Remote Similarity	0.6525	NPC271207
Remote Similarity	0.6525	NPC206711
Remote Similarity	0.6515	NPC94881
Remote Similarity	0.6515	NPC471263
Remote Similarity	0.6515	NPC265275
Remote Similarity	0.6515	NPC48886
Remote Similarity	0.6496	NPC280941
Remote Similarity	0.6496	NPC475646
Remote Similarity	0.6496	NPC235772
Remote Similarity	0.6449	NPC100204
Remote Similarity	0.6449	NPC83248
Remote Similarity	0.6439	NPC314512
Remote Similarity	0.6439	NPC314451
Remote Similarity	0.6439	NPC313333
Remote Similarity	0.6439	NPC313342
Remote Similarity	0.6434	NPC214821
Remote Similarity	0.6434	NPC298067
Remote Similarity	0.6429	NPC470282
Remote Similarity	0.641	NPC475503
Remote Similarity	0.64	NPC29501
Remote Similarity	0.6393	NPC201128
Remote Similarity	0.6393	NPC475918
Remote Similarity	0.637	NPC298005
Remote Similarity	0.637	NPC316205
Remote Similarity	0.637	NPC315387
Remote Similarity	0.637	NPC36463
Remote Similarity	0.6357	NPC200788
Remote Similarity	0.6357	NPC243680
Remote Similarity	0.6356	NPC240372
Remote Similarity	0.635	NPC119794
Remote Similarity	0.635	NPC73829
Remote Similarity	0.6345	NPC244380
Remote Similarity	0.6345	NPC61717
Remote Similarity	0.6343	NPC314282
Remote Similarity	0.6328	NPC304646
Remote Similarity	0.6328	NPC28280
Remote Similarity	0.6312	NPC302276
Remote Similarity	0.6312	NPC180770
Remote Similarity	0.6311	NPC470768
Remote Similarity	0.6288	NPC471262
Remote Similarity	0.6283	NPC125142
Remote Similarity	0.6279	NPC6531
Remote Similarity	0.6277	NPC475472
Remote Similarity	0.6271	NPC189629
Remote Similarity	0.6268	NPC172365
Remote Similarity	0.6268	NPC210729
Remote Similarity	0.6268	NPC82931
Remote Similarity	0.6259	NPC75318
Remote Similarity	0.625	NPC73166
Remote Similarity	0.625	NPC141669
Remote Similarity	0.6241	NPC315783
Remote Similarity	0.6239	NPC72817
Remote Similarity	0.6239	NPC477927
Remote Similarity	0.623	NPC162354
Remote Similarity	0.6228	NPC248312
Remote Similarity	0.6224	NPC162910
Remote Similarity	0.6214	NPC145899
Remote Similarity	0.621	NPC281939
Remote Similarity	0.6204	NPC201359
Remote Similarity	0.6202	NPC313813
Remote Similarity	0.6202	NPC30196
Remote Similarity	0.6187	NPC76999
Remote Similarity	0.6181	NPC475584
Remote Similarity	0.6181	NPC475394
Remote Similarity	0.6181	NPC475152
Remote Similarity	0.6179	NPC75608
Remote Similarity	0.6159	NPC316401
Remote Similarity	0.6154	NPC315334
Remote Similarity	0.6148	NPC256133
Remote Similarity	0.6148	NPC76497
Remote Similarity	0.6148	NPC30289
Remote Similarity	0.6148	NPC213674
Remote Similarity	0.6138	NPC475892
Remote Similarity	0.6138	NPC298469
Remote Similarity	0.6138	NPC193579
Remote Similarity	0.6134	NPC90583
Remote Similarity	0.6133	NPC475527
Remote Similarity	0.6131	NPC313962
Remote Similarity	0.6129	NPC470763
Remote Similarity	0.6129	NPC470767
Remote Similarity	0.6126	NPC20072
Remote Similarity	0.6119	NPC314629
Remote Similarity	0.6098	NPC123796
Remote Similarity	0.6094	NPC261750
Remote Similarity	0.6094	NPC1111
Remote Similarity	0.6093	NPC475599
Remote Similarity	0.6093	NPC100612
Remote Similarity	0.6093	NPC174336
Remote Similarity	0.6093	NPC113620
Remote Similarity	0.6093	NPC187497
Remote Similarity	0.6091	NPC163362
Remote Similarity	0.6091	NPC127295
Remote Similarity	0.608	NPC190395
Remote Similarity	0.608	NPC257964
Remote Similarity	0.608	NPC78034
Remote Similarity	0.6077	NPC146652
Remote Similarity	0.6075	NPC3094
Remote Similarity	0.6071	NPC477072
Remote Similarity	0.6071	NPC120420
Remote Similarity	0.6069	NPC475266
Remote Similarity	0.6069	NPC247776
Remote Similarity	0.6069	NPC475278
Remote Similarity	0.6069	NPC304299
Remote Similarity	0.6069	NPC309450
Remote Similarity	0.6066	NPC263756
Remote Similarity	0.6066	NPC117714
Remote Similarity	0.605	NPC119225
Remote Similarity	0.605	NPC471635
Remote Similarity	0.605	NPC25033
Remote Similarity	0.605	NPC470382
Remote Similarity	0.605	NPC476261
Remote Similarity	0.6048	NPC148603
Remote Similarity	0.6048	NPC110656
Remote Similarity	0.6048	NPC473734
Remote Similarity	0.6048	NPC203354
Remote Similarity	0.6048	NPC230948
Remote Similarity	0.6048	NPC473127
Remote Similarity	0.6048	NPC471434
Remote Similarity	0.6048	NPC471435
Remote Similarity	0.6047	NPC307642
Remote Similarity	0.6038	NPC55652
Remote Similarity	0.6038	NPC132938
Remote Similarity	0.6033	NPC477928
Remote Similarity	0.6032	NPC475150
Remote Similarity	0.6032	NPC126147
Remote Similarity	0.6028	NPC99864

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