NPASS drugs

Drug Information

Drug ID:	NPD2238
Drug Name:	Axomadol
Molecular Formula:	C16H25NO3
Canonical SMILES:	COc1cccc(c1)[C@]1(O)C[C@@H](O)CC[C@H]1CN(C)C
Standard InCHI:	InChI=1S/C16H25NO3/c1-17(2)11-13-7-8-14(18)10-16(13,19)12-5-4-6-15(9-12)20-3/h4-6,9,13-14,18-19H,7-8,10-11H2,1-3H3/t13-,14-,16+/m0/s1
Standard InCHIKey:	LQJLLAOISDVBJM-OFQRWUPVSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2238

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	124
0.1-0.2	856
0.2-0.3	1888
0.3-0.4	6711
0.4-0.5	6793
0.5-0.6	5460
0.6-0.7	7551
0.7-0.8	1506
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8661	NPC321133
Intermediate Similarity	0.7971	NPC470727
Intermediate Similarity	0.7941	NPC470724
Intermediate Similarity	0.7926	NPC62101
Intermediate Similarity	0.7926	NPC95733
Intermediate Similarity	0.7907	NPC470837
Intermediate Similarity	0.7899	NPC472797
Intermediate Similarity	0.7895	NPC129603
Intermediate Similarity	0.7868	NPC29477
Intermediate Similarity	0.7868	NPC470726
Intermediate Similarity	0.7815	NPC475557
Intermediate Similarity	0.7778	NPC188997
Intermediate Similarity	0.7778	NPC40389
Intermediate Similarity	0.7778	NPC315707
Intermediate Similarity	0.7778	NPC148014
Intermediate Similarity	0.7778	NPC65490
Intermediate Similarity	0.7778	NPC18128
Intermediate Similarity	0.7778	NPC78359
Intermediate Similarity	0.7778	NPC77789
Intermediate Similarity	0.777	NPC476151
Intermediate Similarity	0.7761	NPC102639
Intermediate Similarity	0.7754	NPC118533
Intermediate Similarity	0.7754	NPC5428
Intermediate Similarity	0.7754	NPC165045
Intermediate Similarity	0.7742	NPC80759
Intermediate Similarity	0.7742	NPC79402
Intermediate Similarity	0.7737	NPC4286
Intermediate Similarity	0.7737	NPC476254
Intermediate Similarity	0.7737	NPC76119
Intermediate Similarity	0.7737	NPC81641
Intermediate Similarity	0.7737	NPC131397
Intermediate Similarity	0.7733	NPC274026
Intermediate Similarity	0.773	NPC472798
Intermediate Similarity	0.7727	NPC59028
Intermediate Similarity	0.7727	NPC92191
Intermediate Similarity	0.7727	NPC33270
Intermediate Similarity	0.7727	NPC221864
Intermediate Similarity	0.7727	NPC69261
Intermediate Similarity	0.7727	NPC474933
Intermediate Similarity	0.7721	NPC474160
Intermediate Similarity	0.7721	NPC261992
Intermediate Similarity	0.7721	NPC211218
Intermediate Similarity	0.771	NPC808
Intermediate Similarity	0.771	NPC53906
Intermediate Similarity	0.7703	NPC473934
Intermediate Similarity	0.7698	NPC470084
Intermediate Similarity	0.7698	NPC38604
Intermediate Similarity	0.7698	NPC211179
Intermediate Similarity	0.7681	NPC206882
Intermediate Similarity	0.7677	NPC205255
Intermediate Similarity	0.7677	NPC4304
Intermediate Similarity	0.7677	NPC18402
Intermediate Similarity	0.7677	NPC271388
Intermediate Similarity	0.7677	NPC119649
Intermediate Similarity	0.7677	NPC235143
Intermediate Similarity	0.7677	NPC230956
Intermediate Similarity	0.7669	NPC283616
Intermediate Similarity	0.7669	NPC190514
Intermediate Similarity	0.7667	NPC103379
Intermediate Similarity	0.7667	NPC477565
Intermediate Similarity	0.766	NPC474017
Intermediate Similarity	0.766	NPC277804
Intermediate Similarity	0.7656	NPC474272
Intermediate Similarity	0.7652	NPC150624
Intermediate Similarity	0.7652	NPC141090
Intermediate Similarity	0.7647	NPC471314
Intermediate Similarity	0.7647	NPC471315
Intermediate Similarity	0.7647	NPC152946
Intermediate Similarity	0.7643	NPC475875
Intermediate Similarity	0.7643	NPC472795
Intermediate Similarity	0.7643	NPC472796
Intermediate Similarity	0.7639	NPC126101
Intermediate Similarity	0.7639	NPC160607
Intermediate Similarity	0.7639	NPC327735
Intermediate Similarity	0.7639	NPC472800
Intermediate Similarity	0.7639	NPC41473
Intermediate Similarity	0.7639	NPC204848
Intermediate Similarity	0.7639	NPC312770
Intermediate Similarity	0.7639	NPC14600
Intermediate Similarity	0.7635	NPC185838
Intermediate Similarity	0.7634	NPC276737
Intermediate Similarity	0.7634	NPC22610
Intermediate Similarity	0.7626	NPC473221
Intermediate Similarity	0.7626	NPC242032
Intermediate Similarity	0.7622	NPC311256
Intermediate Similarity	0.7615	NPC228452
Intermediate Similarity	0.7612	NPC184302
Intermediate Similarity	0.7612	NPC43275
Intermediate Similarity	0.7609	NPC105031
Intermediate Similarity	0.7609	NPC148627
Intermediate Similarity	0.7609	NPC113495
Intermediate Similarity	0.7595	NPC195392
Intermediate Similarity	0.7594	NPC195466
Intermediate Similarity	0.7594	NPC476266
Intermediate Similarity	0.7594	NPC244816
Intermediate Similarity	0.7594	NPC127894
Intermediate Similarity	0.7594	NPC221549
Intermediate Similarity	0.7594	NPC470759
Intermediate Similarity	0.7594	NPC15860
Intermediate Similarity	0.7594	NPC50521
Intermediate Similarity	0.7594	NPC219070
Intermediate Similarity	0.7591	NPC280704
Intermediate Similarity	0.7591	NPC307020
Intermediate Similarity	0.7589	NPC241522
Intermediate Similarity	0.7589	NPC187998
Intermediate Similarity	0.7589	NPC77040
Intermediate Similarity	0.7589	NPC242807
Intermediate Similarity	0.7589	NPC196193
Intermediate Similarity	0.7589	NPC329595
Intermediate Similarity	0.7589	NPC326599
Intermediate Similarity	0.7589	NPC64201
Intermediate Similarity	0.7589	NPC145305
Intermediate Similarity	0.7589	NPC42300
Intermediate Similarity	0.7589	NPC92164
Intermediate Similarity	0.7589	NPC257582
Intermediate Similarity	0.7589	NPC174495
Intermediate Similarity	0.7589	NPC153739
Intermediate Similarity	0.7578	NPC201959
Intermediate Similarity	0.7578	NPC75440
Intermediate Similarity	0.7576	NPC167934
Intermediate Similarity	0.7574	NPC476343
Intermediate Similarity	0.7574	NPC476633
Intermediate Similarity	0.7569	NPC231884
Intermediate Similarity	0.7569	NPC167944
Intermediate Similarity	0.7569	NPC42793
Intermediate Similarity	0.7564	NPC249274
Intermediate Similarity	0.7564	NPC205167
Intermediate Similarity	0.7554	NPC82299
Intermediate Similarity	0.7554	NPC170485
Intermediate Similarity	0.7554	NPC50315
Intermediate Similarity	0.7554	NPC301713
Intermediate Similarity	0.7554	NPC230479
Intermediate Similarity	0.7554	NPC26879
Intermediate Similarity	0.7554	NPC283049
Intermediate Similarity	0.7552	NPC26394
Intermediate Similarity	0.7537	NPC474214
Intermediate Similarity	0.7537	NPC474040
Intermediate Similarity	0.7535	NPC472590
Intermediate Similarity	0.7533	NPC321505
Intermediate Similarity	0.7533	NPC179825
Intermediate Similarity	0.7533	NPC191376
Intermediate Similarity	0.7531	NPC187678
Intermediate Similarity	0.7531	NPC329969
Intermediate Similarity	0.7519	NPC54507
Intermediate Similarity	0.7519	NPC114064
Intermediate Similarity	0.7519	NPC85292
Intermediate Similarity	0.7519	NPC229147
Intermediate Similarity	0.7518	NPC190144
Intermediate Similarity	0.7518	NPC85488
Intermediate Similarity	0.7518	NPC57199
Intermediate Similarity	0.7518	NPC471518
Intermediate Similarity	0.7518	NPC469951
Intermediate Similarity	0.7518	NPC476968
Intermediate Similarity	0.7518	NPC74137
Intermediate Similarity	0.7518	NPC120638
Intermediate Similarity	0.7518	NPC212015
Intermediate Similarity	0.7518	NPC471519
Intermediate Similarity	0.7518	NPC469963
Intermediate Similarity	0.7518	NPC150026
Intermediate Similarity	0.7518	NPC170844
Intermediate Similarity	0.7517	NPC318591
Intermediate Similarity	0.7517	NPC231163
Intermediate Similarity	0.7517	NPC193528
Intermediate Similarity	0.7516	NPC82285
Intermediate Similarity	0.7516	NPC133011
Intermediate Similarity	0.75	NPC228287
Intermediate Similarity	0.75	NPC287745
Intermediate Similarity	0.75	NPC180508
Intermediate Similarity	0.75	NPC473875
Intermediate Similarity	0.75	NPC16485
Intermediate Similarity	0.75	NPC172403
Intermediate Similarity	0.75	NPC473107
Intermediate Similarity	0.75	NPC129176
Intermediate Similarity	0.75	NPC186889
Intermediate Similarity	0.7484	NPC13916
Intermediate Similarity	0.7484	NPC147091
Intermediate Similarity	0.7484	NPC264850
Intermediate Similarity	0.7483	NPC476571
Intermediate Similarity	0.7483	NPC13005
Intermediate Similarity	0.7483	NPC147390
Intermediate Similarity	0.7483	NPC135538
Intermediate Similarity	0.7483	NPC325568
Intermediate Similarity	0.7483	NPC181049
Intermediate Similarity	0.7483	NPC428
Intermediate Similarity	0.7483	NPC230219
Intermediate Similarity	0.7483	NPC246587
Intermediate Similarity	0.7483	NPC207400
Intermediate Similarity	0.7483	NPC24233
Intermediate Similarity	0.7482	NPC105718
Intermediate Similarity	0.7482	NPC278955
Intermediate Similarity	0.7482	NPC293801
Intermediate Similarity	0.7481	NPC135961
Intermediate Similarity	0.7481	NPC474320
Intermediate Similarity	0.7469	NPC2314
Intermediate Similarity	0.7468	NPC124433
Intermediate Similarity	0.7468	NPC293871
Intermediate Similarity	0.7466	NPC156948
Intermediate Similarity	0.7466	NPC86605
Intermediate Similarity	0.7466	NPC477938
Intermediate Similarity	0.7466	NPC299583

Drug Structure

NPD2238 OpenBabel08211701392D 22 23 0 0 1 0 0 0 0 0999 V2000 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 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 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 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 1.0000 -0.0000 0.0000 C 0 0 0 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 -1.7321 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 N 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 0.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 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 0.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 20 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 12 1 0 0 0 0 6 15 2 0 0 0 0 7 8 1 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 12 2 0 0 0 0 9 15 1 0 0 0 0 10 14 1 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 13 16 1 6 0 0 0 14 18 1 6 0 0 0 15 20 1 0 0 0 0 16 19 1 6 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004887
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	279.18
ALogP	-1.1612
MLogP	2.78
XLogP	1.64
HDA	3
HBD	2
Rotatable Bonds	9
TPSA	52.93
RO5 Violation	0