NPASS drugs

Drug Information

Drug ID:	NPD3168
Drug Name:	FR-118487
Molecular Formula:	C18H29NO5
Canonical SMILES:	CO[C@@H]1[C@@H](CC[C@@]2([C@H]1[C@@]1(C)O[C@@H]1CC=C(C)C)CO2)OC(=NC)O
Standard InCHI:	InChI=1S/C18H29NO5/c1-11(2)6-7-13-17(3,24-13)15-14(21-5)12(23-16(20)19-4)8-9-18(15)10-22-18/h6,12-15H,7-10H2,1-5H3,(H,19,20)/t12-,13-,14-,15-,17+,18+/m1/s1
Standard InCHIKey:	AMAXEUYAJTYMDS-CNGUFQHNSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3168

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	58
0.1-0.2	673
0.2-0.3	3232
0.3-0.4	10472
0.4-0.5	9461
0.5-0.6	5856
0.6-0.7	1124
0.7-0.8	14
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	0.7347	NPC119379
Intermediate Similarity	0.734	NPC298595
Intermediate Similarity	0.7327	NPC152480
Intermediate Similarity	0.7228	NPC474994
Intermediate Similarity	0.7228	NPC476040
Intermediate Similarity	0.7228	NPC476021
Intermediate Similarity	0.7216	NPC128066
Intermediate Similarity	0.7158	NPC290731
Intermediate Similarity	0.7157	NPC312325
Intermediate Similarity	0.7143	NPC191323
Intermediate Similarity	0.7143	NPC52755
Intermediate Similarity	0.7103	NPC181994
Intermediate Similarity	0.7059	NPC236176
Intermediate Similarity	0.7	NPC93213
Remote Similarity	0.6961	NPC103165
Remote Similarity	0.6961	NPC210717
Remote Similarity	0.6931	NPC96736
Remote Similarity	0.6931	NPC477927
Remote Similarity	0.6931	NPC72817
Remote Similarity	0.6931	NPC178949
Remote Similarity	0.6923	NPC16601
Remote Similarity	0.6923	NPC324598
Remote Similarity	0.6915	NPC471270
Remote Similarity	0.6907	NPC472379
Remote Similarity	0.6907	NPC214315
Remote Similarity	0.6907	NPC255143
Remote Similarity	0.6907	NPC476217
Remote Similarity	0.69	NPC91251
Remote Similarity	0.6893	NPC26307
Remote Similarity	0.6887	NPC165608
Remote Similarity	0.6869	NPC97103
Remote Similarity	0.6869	NPC115607
Remote Similarity	0.6869	NPC161560
Remote Similarity	0.6863	NPC469583
Remote Similarity	0.6857	NPC476896
Remote Similarity	0.6842	NPC259858
Remote Similarity	0.6837	NPC189777
Remote Similarity	0.6837	NPC475087
Remote Similarity	0.6822	NPC194941
Remote Similarity	0.6809	NPC95124
Remote Similarity	0.6809	NPC236707
Remote Similarity	0.6809	NPC471266
Remote Similarity	0.6796	NPC90583
Remote Similarity	0.6796	NPC472995
Remote Similarity	0.6796	NPC472997
Remote Similarity	0.6796	NPC472996
Remote Similarity	0.6792	NPC470972
Remote Similarity	0.6778	NPC476709
Remote Similarity	0.6774	NPC477089
Remote Similarity	0.6774	NPC68119
Remote Similarity	0.6774	NPC13823
Remote Similarity	0.6765	NPC305160
Remote Similarity	0.6762	NPC271295
Remote Similarity	0.6762	NPC79303
Remote Similarity	0.6762	NPC473790
Remote Similarity	0.6762	NPC471242
Remote Similarity	0.6759	NPC51719
Remote Similarity	0.6759	NPC477090
Remote Similarity	0.6739	NPC170148
Remote Similarity	0.6737	NPC246621
Remote Similarity	0.6733	NPC114389
Remote Similarity	0.6731	NPC120446
Remote Similarity	0.6731	NPC261807
Remote Similarity	0.6731	NPC472998
Remote Similarity	0.6729	NPC474575
Remote Similarity	0.6701	NPC319238
Remote Similarity	0.67	NPC477917
Remote Similarity	0.6698	NPC472554
Remote Similarity	0.6697	NPC471205
Remote Similarity	0.6667	NPC216260
Remote Similarity	0.6667	NPC477875
Remote Similarity	0.6667	NPC477876
Remote Similarity	0.6667	NPC477928
Remote Similarity	0.6667	NPC476895
Remote Similarity	0.6667	NPC5358
Remote Similarity	0.6667	NPC476703
Remote Similarity	0.6667	NPC44538
Remote Similarity	0.6637	NPC477266
Remote Similarity	0.6636	NPC472552
Remote Similarity	0.6636	NPC136816
Remote Similarity	0.6636	NPC214277
Remote Similarity	0.6634	NPC470832
Remote Similarity	0.6632	NPC100697
Remote Similarity	0.6632	NPC474739
Remote Similarity	0.663	NPC36479
Remote Similarity	0.663	NPC12696
Remote Similarity	0.6609	NPC296822
Remote Similarity	0.6607	NPC194619
Remote Similarity	0.6606	NPC470980
Remote Similarity	0.6606	NPC474015
Remote Similarity	0.6604	NPC272223
Remote Similarity	0.6604	NPC64348
Remote Similarity	0.6602	NPC211238
Remote Similarity	0.6602	NPC161998
Remote Similarity	0.66	NPC470260
Remote Similarity	0.66	NPC75443
Remote Similarity	0.6598	NPC477978
Remote Similarity	0.6598	NPC231601
Remote Similarity	0.6577	NPC472901
Remote Similarity	0.6574	NPC471938
Remote Similarity	0.6574	NPC475701
Remote Similarity	0.6571	NPC476893
Remote Similarity	0.6571	NPC240372
Remote Similarity	0.6571	NPC473244
Remote Similarity	0.6569	NPC210268
Remote Similarity	0.6569	NPC302584
Remote Similarity	0.6569	NPC94127
Remote Similarity	0.6569	NPC8729
Remote Similarity	0.6566	NPC475684
Remote Similarity	0.6562	NPC16090
Remote Similarity	0.6559	NPC293223
Remote Similarity	0.6545	NPC122816
Remote Similarity	0.6545	NPC78034
Remote Similarity	0.6542	NPC4831
Remote Similarity	0.6542	NPC475767
Remote Similarity	0.6542	NPC470054
Remote Similarity	0.6542	NPC160734
Remote Similarity	0.6542	NPC472023
Remote Similarity	0.6542	NPC47566
Remote Similarity	0.6542	NPC98225
Remote Similarity	0.6542	NPC119467
Remote Similarity	0.6542	NPC474022
Remote Similarity	0.6542	NPC309425
Remote Similarity	0.6542	NPC88000
Remote Similarity	0.6542	NPC129372
Remote Similarity	0.6538	NPC476720
Remote Similarity	0.6535	NPC49783
Remote Similarity	0.6535	NPC470819
Remote Similarity	0.6535	NPC291875
Remote Similarity	0.6535	NPC246028
Remote Similarity	0.6531	NPC83702
Remote Similarity	0.6531	NPC166279
Remote Similarity	0.6522	NPC471525
Remote Similarity	0.6522	NPC474333
Remote Similarity	0.6522	NPC190859
Remote Similarity	0.6518	NPC473975
Remote Similarity	0.6518	NPC472215
Remote Similarity	0.6518	NPC177047
Remote Similarity	0.6518	NPC474586
Remote Similarity	0.6518	NPC473594
Remote Similarity	0.6518	NPC473843
Remote Similarity	0.6518	NPC472214
Remote Similarity	0.6514	NPC470885
Remote Similarity	0.6514	NPC471111
Remote Similarity	0.6514	NPC187400
Remote Similarity	0.6514	NPC474464
Remote Similarity	0.6514	NPC152966
Remote Similarity	0.6514	NPC273879
Remote Similarity	0.6514	NPC471937
Remote Similarity	0.6514	NPC221562
Remote Similarity	0.6514	NPC165033
Remote Similarity	0.6509	NPC234287
Remote Similarity	0.6509	NPC280825
Remote Similarity	0.6509	NPC300179
Remote Similarity	0.6509	NPC102426
Remote Similarity	0.6505	NPC474792
Remote Similarity	0.6505	NPC67398
Remote Similarity	0.6505	NPC91654
Remote Similarity	0.6505	NPC137461
Remote Similarity	0.6486	NPC38948
Remote Similarity	0.6486	NPC94377
Remote Similarity	0.6484	NPC242992
Remote Similarity	0.6481	NPC11956
Remote Similarity	0.6481	NPC478176
Remote Similarity	0.6481	NPC471914
Remote Similarity	0.6481	NPC470053
Remote Similarity	0.6476	NPC72204
Remote Similarity	0.6476	NPC221801
Remote Similarity	0.6476	NPC165632
Remote Similarity	0.6476	NPC471765
Remote Similarity	0.6476	NPC57664
Remote Similarity	0.6476	NPC211810
Remote Similarity	0.6476	NPC471903
Remote Similarity	0.6476	NPC284194
Remote Similarity	0.6471	NPC312471
Remote Similarity	0.6471	NPC159876
Remote Similarity	0.6471	NPC470817
Remote Similarity	0.6471	NPC471378
Remote Similarity	0.6465	NPC476725
Remote Similarity	0.6465	NPC196911
Remote Similarity	0.6465	NPC471379
Remote Similarity	0.646	NPC472987
Remote Similarity	0.646	NPC473021
Remote Similarity	0.6458	NPC287749
Remote Similarity	0.6458	NPC76054
Remote Similarity	0.6455	NPC472900
Remote Similarity	0.6455	NPC470767
Remote Similarity	0.6455	NPC472898
Remote Similarity	0.6455	NPC471206
Remote Similarity	0.6455	NPC470763
Remote Similarity	0.6455	NPC472899
Remote Similarity	0.6449	NPC475877
Remote Similarity	0.6449	NPC473200
Remote Similarity	0.6449	NPC38855
Remote Similarity	0.6449	NPC474571
Remote Similarity	0.6449	NPC274643
Remote Similarity	0.6449	NPC7341
Remote Similarity	0.6449	NPC254567
Remote Similarity	0.6449	NPC188968
Remote Similarity	0.6446	NPC225049

Drug Structure

NPD3168 OpenBabel08211702562D 25 27 0 0 1 0 0 0 0 0999 V2000 0.6907 -1.5494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9824 -1.9977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3195 2.8496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5341 -0.3246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.0658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 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 -0.2753 -1.2906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 2.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7588 0.9001 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 2.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5000 1.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5000 3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 1.8660 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 3.0000 2.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 4.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 3.5981 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 1.5000 3.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4659 1.6072 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 4.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 4 19 1 0 0 0 0 5 21 1 0 0 0 0 6 7 1 0 0 0 0 6 11 2 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 12 1 0 0 0 0 10 18 1 0 0 0 0 10 22 1 0 0 0 0 12 14 1 0 0 0 0 12 23 1 6 0 0 0 13 17 1 1 0 0 0 13 24 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 6 0 0 0 15 17 1 0 0 0 0 15 18 1 1 0 0 0 16 19 2 3 0 0 0 16 20 1 0 0 0 0 16 23 1 0 0 0 0 17 3 1 1 0 0 0 17 24 1 0 0 0 0 18 9 1 6 0 0 0 18 22 1 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012855
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	339.20
ALogP	1.0786
MLogP	2.78
XLogP	2.379
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	76.11
RO5 Violation	0