NPASS drugs

Drug Information

Drug ID:	NPD2203
Drug Name:	XP-20925
Molecular Formula:	C16H23NO5
Canonical SMILES:	O=C(Oc1c(cccc1C(C)C)C(C)C)OC[C@H](C(=O)O)N
Standard InCHI:	InChI=1S/C16H23NO5/c1-9(2)11-6-5-7-12(10(3)4)14(11)22-16(20)21-8-13(17)15(18)19/h5-7,9-10,13H,8,17H2,1-4H3,(H,18,19)/t13-/m1/s1
Standard InCHIKey:	ZTISWZUOQDAFPL-CYBMUJFWSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2203

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	92
0.1-0.2	666
0.2-0.3	2219
0.3-0.4	7175
0.4-0.5	6823
0.5-0.6	8211
0.6-0.7	5655
0.7-0.8	49
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	0.7429	NPC476353
Intermediate Similarity	0.7413	NPC470392
Intermediate Similarity	0.7365	NPC204546
Intermediate Similarity	0.7348	NPC199462
Intermediate Similarity	0.7328	NPC473809
Intermediate Similarity	0.7299	NPC193193
Intermediate Similarity	0.7299	NPC31314
Intermediate Similarity	0.7246	NPC322569
Intermediate Similarity	0.7234	NPC141739
Intermediate Similarity	0.7234	NPC136112
Intermediate Similarity	0.7231	NPC186469
Intermediate Similarity	0.7176	NPC97811
Intermediate Similarity	0.7164	NPC109241
Intermediate Similarity	0.7164	NPC26524
Intermediate Similarity	0.7133	NPC66518
Intermediate Similarity	0.7132	NPC33717
Intermediate Similarity	0.7123	NPC470160
Intermediate Similarity	0.7113	NPC170749
Intermediate Similarity	0.7101	NPC98748
Intermediate Similarity	0.709	NPC280760
Intermediate Similarity	0.708	NPC263754
Intermediate Similarity	0.708	NPC183154
Intermediate Similarity	0.7077	NPC227255
Intermediate Similarity	0.7071	NPC251259
Intermediate Similarity	0.705	NPC474874
Intermediate Similarity	0.705	NPC328485
Intermediate Similarity	0.7042	NPC474237
Intermediate Similarity	0.7042	NPC89630
Intermediate Similarity	0.7037	NPC141003
Intermediate Similarity	0.7037	NPC35344
Intermediate Similarity	0.7027	NPC211164
Intermediate Similarity	0.7021	NPC302211
Intermediate Similarity	0.7021	NPC476278
Intermediate Similarity	0.7015	NPC21890
Intermediate Similarity	0.7014	NPC296712
Intermediate Similarity	0.7014	NPC121104
Intermediate Similarity	0.7014	NPC473993
Intermediate Similarity	0.7007	NPC106551
Intermediate Similarity	0.7007	NPC281686
Intermediate Similarity	0.7007	NPC188867
Intermediate Similarity	0.7	NPC131868
Intermediate Similarity	0.7	NPC317741
Intermediate Similarity	0.7	NPC197921
Intermediate Similarity	0.7	NPC282087
Intermediate Similarity	0.7	NPC318984
Intermediate Similarity	0.7	NPC318028
Intermediate Similarity	0.7	NPC241086
Intermediate Similarity	0.7	NPC328137
Intermediate Similarity	0.7	NPC259800
Remote Similarity	0.6993	NPC320242
Remote Similarity	0.6992	NPC474272
Remote Similarity	0.6992	NPC75272
Remote Similarity	0.6992	NPC234639
Remote Similarity	0.6992	NPC471954
Remote Similarity	0.6986	NPC249425
Remote Similarity	0.6986	NPC2989
Remote Similarity	0.6966	NPC185066
Remote Similarity	0.6966	NPC472519
Remote Similarity	0.6963	NPC26615
Remote Similarity	0.6959	NPC31849
Remote Similarity	0.6954	NPC91953
Remote Similarity	0.695	NPC474862
Remote Similarity	0.695	NPC142577
Remote Similarity	0.695	NPC211992
Remote Similarity	0.6948	NPC17760
Remote Similarity	0.6947	NPC473855
Remote Similarity	0.6947	NPC42383
Remote Similarity	0.6944	NPC329272
Remote Similarity	0.6944	NPC474476
Remote Similarity	0.6939	NPC258073
Remote Similarity	0.6933	NPC318591
Remote Similarity	0.6933	NPC92932
Remote Similarity	0.6933	NPC231163
Remote Similarity	0.6929	NPC470092
Remote Similarity	0.6929	NPC476183
Remote Similarity	0.6929	NPC321133
Remote Similarity	0.6923	NPC73413
Remote Similarity	0.6923	NPC201667
Remote Similarity	0.6923	NPC470162
Remote Similarity	0.6923	NPC27671
Remote Similarity	0.6923	NPC470163
Remote Similarity	0.6913	NPC34456
Remote Similarity	0.6912	NPC190212
Remote Similarity	0.6901	NPC476332
Remote Similarity	0.6901	NPC325301
Remote Similarity	0.6901	NPC311219
Remote Similarity	0.6901	NPC473464
Remote Similarity	0.6897	NPC243688
Remote Similarity	0.6897	NPC293387
Remote Similarity	0.6894	NPC326447
Remote Similarity	0.6892	NPC105541
Remote Similarity	0.6889	NPC166837
Remote Similarity	0.6887	NPC326860
Remote Similarity	0.6887	NPC197239
Remote Similarity	0.6887	NPC155963
Remote Similarity	0.6879	NPC476184
Remote Similarity	0.6879	NPC326079
Remote Similarity	0.6879	NPC476281
Remote Similarity	0.6875	NPC471827
Remote Similarity	0.6875	NPC477213
Remote Similarity	0.6875	NPC124776
Remote Similarity	0.6875	NPC4164
Remote Similarity	0.6875	NPC471828
Remote Similarity	0.6871	NPC32463
Remote Similarity	0.6871	NPC475102
Remote Similarity	0.6871	NPC326966
Remote Similarity	0.687	NPC283546
Remote Similarity	0.6866	NPC149545
Remote Similarity	0.6863	NPC155552
Remote Similarity	0.6863	NPC287286
Remote Similarity	0.6861	NPC235250
Remote Similarity	0.6857	NPC38181
Remote Similarity	0.6857	NPC20230
Remote Similarity	0.6857	NPC239697
Remote Similarity	0.6857	NPC160235
Remote Similarity	0.6853	NPC477152
Remote Similarity	0.6853	NPC109675
Remote Similarity	0.6853	NPC273772
Remote Similarity	0.6853	NPC472518
Remote Similarity	0.6849	NPC176590
Remote Similarity	0.6849	NPC81261
Remote Similarity	0.6849	NPC219923
Remote Similarity	0.6846	NPC142563
Remote Similarity	0.6846	NPC291551
Remote Similarity	0.6846	NPC141822
Remote Similarity	0.6846	NPC1220
Remote Similarity	0.6846	NPC282477
Remote Similarity	0.6846	NPC205797
Remote Similarity	0.6846	NPC241165
Remote Similarity	0.6846	NPC470441
Remote Similarity	0.6846	NPC284855
Remote Similarity	0.6846	NPC469449
Remote Similarity	0.6842	NPC469360
Remote Similarity	0.6842	NPC35501
Remote Similarity	0.6842	NPC278600
Remote Similarity	0.6842	NPC47040
Remote Similarity	0.6842	NPC144512
Remote Similarity	0.6842	NPC137262
Remote Similarity	0.6842	NPC37428
Remote Similarity	0.6842	NPC151946
Remote Similarity	0.6838	NPC98372
Remote Similarity	0.6835	NPC217423
Remote Similarity	0.6824	NPC307123
Remote Similarity	0.6824	NPC470977
Remote Similarity	0.6824	NPC97870
Remote Similarity	0.6824	NPC88667
Remote Similarity	0.6824	NPC470976
Remote Similarity	0.6824	NPC247018
Remote Similarity	0.6824	NPC196979
Remote Similarity	0.6822	NPC100870
Remote Similarity	0.6821	NPC26954
Remote Similarity	0.6821	NPC38099
Remote Similarity	0.6818	NPC238115
Remote Similarity	0.6818	NPC470393
Remote Similarity	0.6818	NPC243677
Remote Similarity	0.6815	NPC231251
Remote Similarity	0.6815	NPC88868
Remote Similarity	0.6815	NPC25067
Remote Similarity	0.6815	NPC206579
Remote Similarity	0.6815	NPC11800
Remote Similarity	0.6815	NPC141068
Remote Similarity	0.6812	NPC188907
Remote Similarity	0.6812	NPC51345
Remote Similarity	0.6812	NPC296526
Remote Similarity	0.6809	NPC230951
Remote Similarity	0.6809	NPC72977
Remote Similarity	0.6809	NPC80150
Remote Similarity	0.6809	NPC473290
Remote Similarity	0.6809	NPC471504
Remote Similarity	0.6806	NPC6888
Remote Similarity	0.6806	NPC111088
Remote Similarity	0.6803	NPC168710
Remote Similarity	0.6803	NPC238309
Remote Similarity	0.68	NPC50896
Remote Similarity	0.68	NPC27394
Remote Similarity	0.68	NPC213173
Remote Similarity	0.68	NPC477210
Remote Similarity	0.68	NPC180716
Remote Similarity	0.68	NPC204353
Remote Similarity	0.68	NPC62366
Remote Similarity	0.68	NPC471029
Remote Similarity	0.68	NPC224475
Remote Similarity	0.68	NPC326600
Remote Similarity	0.6797	NPC312881
Remote Similarity	0.6797	NPC13696
Remote Similarity	0.6795	NPC132771
Remote Similarity	0.6795	NPC85624
Remote Similarity	0.6794	NPC24327
Remote Similarity	0.6794	NPC12870
Remote Similarity	0.6791	NPC470039
Remote Similarity	0.6791	NPC291837
Remote Similarity	0.6791	NPC201959
Remote Similarity	0.6786	NPC142638
Remote Similarity	0.6786	NPC131118
Remote Similarity	0.6786	NPC317784
Remote Similarity	0.6786	NPC293424
Remote Similarity	0.6783	NPC96286
Remote Similarity	0.6783	NPC150026
Remote Similarity	0.6783	NPC327070
Remote Similarity	0.6783	NPC188997

Drug Structure

NPD2203 OpenBabel08211701392D 25 25 0 0 1 0 0 0 0 0999 V2000 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 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 -4.3301 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 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 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 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 -6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 9 1 0 0 0 0 3 10 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 8 21 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 11 14 2 0 0 0 0 12 14 1 0 0 0 0 13 8 1 6 0 0 0 13 15 1 0 0 0 0 13 17 1 0 0 0 0 14 22 1 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 17 24 1 0 0 0 0 19 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005652
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	309.16
ALogP	0.4703
MLogP	2.56
XLogP	1.876
HDA	5
HBD	2
Rotatable Bonds	14
TPSA	98.85
RO5 Violation	0