NPASS drugs

Drug Information

Drug ID:	NPD1457
Drug Name:	Amiprilose
Molecular Formula:	C14H27NO6
Canonical SMILES:	OC[C@H]([C@H]1O[C@H]2[C@@H]([C@H]1OCCCN(C)C)OC(O2)(C)C)O
Standard InCHI:	InChI=1S/C14H27NO6/c1-14(2)20-12-11(18-7-5-6-15(3)4)10(9(17)8-16)19-13(12)21-14/h9-13,16-17H,5-8H2,1-4H3/t9-,10-,11+,12-,13-/m1/s1
Standard InCHIKey:	YXBQLONCIPUQKO-UJPOAAIJSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1457

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	64
0.1-0.2	6032
0.2-0.3	15283
0.3-0.4	6868
0.4-0.5	2138
0.5-0.6	378
0.6-0.7	106
0.7-0.8	21
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	0.7627	NPC82512
Intermediate Similarity	0.7419	NPC323361
Intermediate Similarity	0.7419	NPC130683
Intermediate Similarity	0.7377	NPC23134
Intermediate Similarity	0.7377	NPC124963
Intermediate Similarity	0.7377	NPC233726
Intermediate Similarity	0.7288	NPC252918
Intermediate Similarity	0.7288	NPC230789
Intermediate Similarity	0.7273	NPC143326
Intermediate Similarity	0.7237	NPC150557
Intermediate Similarity	0.7231	NPC219040
Intermediate Similarity	0.7213	NPC323574
Intermediate Similarity	0.7143	NPC83248
Intermediate Similarity	0.7143	NPC100204
Intermediate Similarity	0.7097	NPC326533
Intermediate Similarity	0.7051	NPC471420
Intermediate Similarity	0.7049	NPC282143
Intermediate Similarity	0.7049	NPC299781
Intermediate Similarity	0.7049	NPC42503
Intermediate Similarity	0.7049	NPC157193
Intermediate Similarity	0.7031	NPC303727
Remote Similarity	0.6912	NPC472026
Remote Similarity	0.6885	NPC14144
Remote Similarity	0.6875	NPC157514
Remote Similarity	0.6875	NPC242073
Remote Similarity	0.6875	NPC107914
Remote Similarity	0.6875	NPC67660
Remote Similarity	0.6875	NPC58629
Remote Similarity	0.6875	NPC89145
Remote Similarity	0.6875	NPC269166
Remote Similarity	0.6875	NPC246558
Remote Similarity	0.6875	NPC165119
Remote Similarity	0.6875	NPC165198
Remote Similarity	0.6875	NPC145112
Remote Similarity	0.6866	NPC290179
Remote Similarity	0.6866	NPC34877
Remote Similarity	0.6818	NPC148424
Remote Similarity	0.6806	NPC171850
Remote Similarity	0.6795	NPC98750
Remote Similarity	0.678	NPC29721
Remote Similarity	0.6721	NPC277475
Remote Similarity	0.6721	NPC321087
Remote Similarity	0.6716	NPC472025
Remote Similarity	0.6709	NPC70574
Remote Similarity	0.6622	NPC327753
Remote Similarity	0.6622	NPC327486
Remote Similarity	0.6622	NPC223174
Remote Similarity	0.6622	NPC163538
Remote Similarity	0.6622	NPC115800
Remote Similarity	0.6618	NPC320032
Remote Similarity	0.6618	NPC322855
Remote Similarity	0.661	NPC320189
Remote Similarity	0.6582	NPC316807
Remote Similarity	0.6567	NPC293551
Remote Similarity	0.6557	NPC176017
Remote Similarity	0.6557	NPC73906
Remote Similarity	0.6557	NPC285364
Remote Similarity	0.6557	NPC255377
Remote Similarity	0.6557	NPC165846
Remote Similarity	0.6557	NPC92246
Remote Similarity	0.6557	NPC69445
Remote Similarity	0.6557	NPC21209
Remote Similarity	0.6557	NPC199857
Remote Similarity	0.6557	NPC289758
Remote Similarity	0.6548	NPC306838
Remote Similarity	0.6543	NPC271772
Remote Similarity	0.6543	NPC36927
Remote Similarity	0.6479	NPC268243
Remote Similarity	0.6429	NPC477750
Remote Similarity	0.6429	NPC155457
Remote Similarity	0.6429	NPC477762
Remote Similarity	0.6429	NPC477755
Remote Similarity	0.6429	NPC477753
Remote Similarity	0.6429	NPC477763
Remote Similarity	0.6429	NPC477757
Remote Similarity	0.6418	NPC326557
Remote Similarity	0.6377	NPC317023
Remote Similarity	0.6351	NPC74555
Remote Similarity	0.6351	NPC254617
Remote Similarity	0.6351	NPC306763
Remote Similarity	0.6351	NPC266242
Remote Similarity	0.6349	NPC112363
Remote Similarity	0.6267	NPC473419
Remote Similarity	0.6267	NPC475715
Remote Similarity	0.6267	NPC475127
Remote Similarity	0.625	NPC314968
Remote Similarity	0.625	NPC325773
Remote Similarity	0.625	NPC471419
Remote Similarity	0.625	NPC163134
Remote Similarity	0.625	NPC277570
Remote Similarity	0.625	NPC314772
Remote Similarity	0.623	NPC70756
Remote Similarity	0.623	NPC320240
Remote Similarity	0.6216	NPC322801
Remote Similarity	0.6216	NPC184150
Remote Similarity	0.6216	NPC291650
Remote Similarity	0.6216	NPC129100
Remote Similarity	0.6216	NPC141156
Remote Similarity	0.6216	NPC59221
Remote Similarity	0.6164	NPC13143
Remote Similarity	0.6164	NPC31496
Remote Similarity	0.6164	NPC294813
Remote Similarity	0.6143	NPC170172
Remote Similarity	0.6133	NPC474469
Remote Similarity	0.6118	NPC476523
Remote Similarity	0.6098	NPC318258
Remote Similarity	0.6081	NPC190418
Remote Similarity	0.6081	NPC471761
Remote Similarity	0.6081	NPC294883
Remote Similarity	0.6081	NPC12514
Remote Similarity	0.6081	NPC471760
Remote Similarity	0.6081	NPC147292
Remote Similarity	0.6081	NPC76881
Remote Similarity	0.6081	NPC12040
Remote Similarity	0.6066	NPC291502
Remote Similarity	0.6066	NPC213159
Remote Similarity	0.6066	NPC86191
Remote Similarity	0.6066	NPC317182
Remote Similarity	0.6066	NPC298699
Remote Similarity	0.6066	NPC134252
Remote Similarity	0.6061	NPC329095
Remote Similarity	0.6026	NPC185419
Remote Similarity	0.6026	NPC184550
Remote Similarity	0.6	NPC477751
Remote Similarity	0.6	NPC477752
Remote Similarity	0.6	NPC477764
Remote Similarity	0.6	NPC477756
Remote Similarity	0.5977	NPC313552
Remote Similarity	0.5974	NPC475694
Remote Similarity	0.5974	NPC473710
Remote Similarity	0.597	NPC103672
Remote Similarity	0.597	NPC320043
Remote Similarity	0.5952	NPC315969
Remote Similarity	0.5949	NPC291228
Remote Similarity	0.5949	NPC308096
Remote Similarity	0.5946	NPC6848
Remote Similarity	0.5921	NPC477761
Remote Similarity	0.5921	NPC477760
Remote Similarity	0.5921	NPC477759
Remote Similarity	0.5921	NPC206601
Remote Similarity	0.5921	NPC34291
Remote Similarity	0.5921	NPC126664
Remote Similarity	0.5921	NPC477754
Remote Similarity	0.5921	NPC477758
Remote Similarity	0.5909	NPC214376
Remote Similarity	0.5909	NPC322158
Remote Similarity	0.5909	NPC329128
Remote Similarity	0.5882	NPC317501
Remote Similarity	0.5882	NPC314821
Remote Similarity	0.5882	NPC263058
Remote Similarity	0.5882	NPC317626
Remote Similarity	0.5875	NPC138273
Remote Similarity	0.5862	NPC83839
Remote Similarity	0.5854	NPC233108
Remote Similarity	0.5844	NPC250619
Remote Similarity	0.5844	NPC67099
Remote Similarity	0.5844	NPC50228
Remote Similarity	0.5844	NPC97736
Remote Similarity	0.5843	NPC470284
Remote Similarity	0.5833	NPC474627
Remote Similarity	0.5833	NPC201338
Remote Similarity	0.5833	NPC328786
Remote Similarity	0.5797	NPC471442
Remote Similarity	0.5797	NPC275727
Remote Similarity	0.5797	NPC471423
Remote Similarity	0.5778	NPC176381
Remote Similarity	0.5778	NPC195969
Remote Similarity	0.5769	NPC211428
Remote Similarity	0.5769	NPC241265
Remote Similarity	0.5769	NPC285003
Remote Similarity	0.575	NPC248427
Remote Similarity	0.575	NPC315806
Remote Similarity	0.5747	NPC253975
Remote Similarity	0.5747	NPC192025
Remote Similarity	0.5747	NPC125253
Remote Similarity	0.5738	NPC266553
Remote Similarity	0.5733	NPC476702
Remote Similarity	0.573	NPC52533
Remote Similarity	0.573	NPC470282
Remote Similarity	0.5714	NPC32148
Remote Similarity	0.5696	NPC53760
Remote Similarity	0.5696	NPC474078
Remote Similarity	0.5696	NPC52268
Remote Similarity	0.5694	NPC233364
Remote Similarity	0.5694	NPC471421
Remote Similarity	0.5676	NPC17455
Remote Similarity	0.5658	NPC69798
Remote Similarity	0.5658	NPC473952
Remote Similarity	0.5658	NPC101746
Remote Similarity	0.5658	NPC77191
Remote Similarity	0.5658	NPC116377
Remote Similarity	0.5652	NPC270005
Remote Similarity	0.5652	NPC208537
Remote Similarity	0.5652	NPC61894
Remote Similarity	0.5652	NPC475603
Remote Similarity	0.5641	NPC268922
Remote Similarity	0.5634	NPC471605
Remote Similarity	0.5634	NPC471443
Remote Similarity	0.5625	NPC207656
Remote Similarity	0.5625	NPC107091

Drug Structure

NPD1457 OpenBabel08211700192D 23 24 0 0 1 0 0 0 0 0999 V2000 -1.5339 0.8269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0040 -0.0846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7379 5.9030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0790 5.9790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6502 3.9875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8427 4.5043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6063 3.0297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0663 0.1854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3839 0.8589 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4251 0.8525 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9399 1.6794 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9701 1.6794 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9701 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4852 0.8269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8865 5.4621 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9907 0.4397 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6259 1.7866 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4138 2.5129 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9399 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6794 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 5.6731 -0.2338 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5503 2.0408 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 15 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 15 1 0 0 0 0 7 18 1 0 0 0 0 8 16 1 0 0 0 0 9 8 1 6 0 0 0 9 17 1 0 0 0 0 10 9 1 1 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 18 1 1 0 0 0 12 13 1 0 0 0 0 12 20 1 6 0 0 0 13 19 1 6 0 0 0 13 21 1 0 0 0 0 14 20 1 0 0 0 0 14 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016848
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	305.18
ALogP	-1.5192
MLogP	2.23
XLogP	-0.841
HDA	7
HBD	2
Rotatable Bonds	13
TPSA	80.62
RO5 Violation	0