NPASS drugs

Drug Information

Drug ID:	NPD2161
Drug Name:	Rolipram
Molecular Formula:	C16H21NO3
Canonical SMILES:	COc1ccc(cc1OC1CCCC1)C1CN=C(C1)O
Standard InCHI:	InChI=1S/C16H21NO3/c1-19-14-7-6-11(12-9-16(18)17-10-12)8-15(14)20-13-4-2-3-5-13/h6-8,12-13H,2-5,9-10H2,1H3,(H,17,18)
Standard InCHIKey:	HJORMJIFDVBMOB-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2161

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	121
0.1-0.2	930
0.2-0.3	2706
0.3-0.4	9592
0.4-0.5	3690
0.5-0.6	8472
0.6-0.7	4545
0.7-0.8	795
0.8-0.85	35
0.85-0.9	4
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	0.8686	NPC218530
High Similarity	0.854	NPC130595
High Similarity	0.854	NPC93882
High Similarity	0.8519	NPC153990
Intermediate Similarity	0.8478	NPC285078
Intermediate Similarity	0.8478	NPC6854
Intermediate Similarity	0.8478	NPC313737
Intermediate Similarity	0.8467	NPC308885
Intermediate Similarity	0.8467	NPC255550
Intermediate Similarity	0.8444	NPC301713
Intermediate Similarity	0.8382	NPC191302
Intermediate Similarity	0.8333	NPC114102
Intermediate Similarity	0.8273	NPC214869
Intermediate Similarity	0.8194	NPC275150
Intermediate Similarity	0.8188	NPC147247
Intermediate Similarity	0.8188	NPC155838
Intermediate Similarity	0.8188	NPC246974
Intermediate Similarity	0.8129	NPC195749
Intermediate Similarity	0.8129	NPC35961
Intermediate Similarity	0.8129	NPC52029
Intermediate Similarity	0.8116	NPC157740
Intermediate Similarity	0.8116	NPC99798
Intermediate Similarity	0.8112	NPC14600
Intermediate Similarity	0.8112	NPC204848
Intermediate Similarity	0.8112	NPC160607
Intermediate Similarity	0.8112	NPC41473
Intermediate Similarity	0.8112	NPC312770
Intermediate Similarity	0.8108	NPC277857
Intermediate Similarity	0.8108	NPC115144
Intermediate Similarity	0.806	NPC17388
Intermediate Similarity	0.806	NPC289330
Intermediate Similarity	0.806	NPC160120
Intermediate Similarity	0.806	NPC53596
Intermediate Similarity	0.806	NPC471308
Intermediate Similarity	0.8056	NPC299583
Intermediate Similarity	0.8043	NPC251466
Intermediate Similarity	0.8043	NPC156944
Intermediate Similarity	0.8015	NPC471315
Intermediate Similarity	0.8015	NPC471314
Intermediate Similarity	0.7986	NPC41331
Intermediate Similarity	0.7986	NPC291449
Intermediate Similarity	0.7986	NPC251571
Intermediate Similarity	0.7973	NPC327623
Intermediate Similarity	0.7971	NPC170583
Intermediate Similarity	0.7971	NPC246133
Intermediate Similarity	0.7971	NPC71105
Intermediate Similarity	0.7971	NPC182147
Intermediate Similarity	0.7971	NPC152186
Intermediate Similarity	0.7971	NPC207541
Intermediate Similarity	0.7933	NPC471032
Intermediate Similarity	0.7933	NPC470935
Intermediate Similarity	0.7929	NPC469977
Intermediate Similarity	0.7926	NPC263835
Intermediate Similarity	0.7899	NPC300955
Intermediate Similarity	0.7895	NPC52475
Intermediate Similarity	0.7857	NPC186898
Intermediate Similarity	0.7843	NPC18614
Intermediate Similarity	0.7843	NPC275027
Intermediate Similarity	0.7836	NPC120075
Intermediate Similarity	0.7829	NPC274026
Intermediate Similarity	0.7826	NPC140359
Intermediate Similarity	0.7826	NPC13020
Intermediate Similarity	0.7799	NPC90984
Intermediate Similarity	0.7778	NPC474040
Intermediate Similarity	0.7754	NPC298486
Intermediate Similarity	0.7746	NPC470706
Intermediate Similarity	0.774	NPC254610
Intermediate Similarity	0.7733	NPC130926
Intermediate Similarity	0.7733	NPC5462
Intermediate Similarity	0.7727	NPC133011
Intermediate Similarity	0.7727	NPC82285
Intermediate Similarity	0.7727	NPC165646
Intermediate Similarity	0.7721	NPC43275
Intermediate Similarity	0.771	NPC137685
Intermediate Similarity	0.7704	NPC164386
Intermediate Similarity	0.7698	NPC317769
Intermediate Similarity	0.7698	NPC31344
Intermediate Similarity	0.7692	NPC329595
Intermediate Similarity	0.7692	NPC326599
Intermediate Similarity	0.7692	NPC476570
Intermediate Similarity	0.7687	NPC296898
Intermediate Similarity	0.7681	NPC290451
Intermediate Similarity	0.7681	NPC127389
Intermediate Similarity	0.7664	NPC321133
Intermediate Similarity	0.7662	NPC474560
Intermediate Similarity	0.766	NPC206882
Intermediate Similarity	0.7652	NPC166837
Intermediate Similarity	0.7652	NPC55300
Intermediate Similarity	0.7647	NPC182119
Intermediate Similarity	0.7647	NPC474214
Intermediate Similarity	0.7643	NPC129603
Intermediate Similarity	0.7643	NPC65490
Intermediate Similarity	0.7643	NPC95733
Intermediate Similarity	0.7643	NPC148014
Intermediate Similarity	0.7643	NPC62101
Intermediate Similarity	0.7643	NPC78359
Intermediate Similarity	0.7643	NPC40389
Intermediate Similarity	0.7643	NPC315707
Intermediate Similarity	0.7635	NPC77572
Intermediate Similarity	0.7626	NPC71090
Intermediate Similarity	0.7619	NPC193528
Intermediate Similarity	0.7616	NPC313414
Intermediate Similarity	0.7615	NPC258171
Intermediate Similarity	0.7612	NPC142599
Intermediate Similarity	0.7606	NPC172403
Intermediate Similarity	0.7597	NPC478189
Intermediate Similarity	0.7591	NPC474320
Intermediate Similarity	0.7591	NPC24474
Intermediate Similarity	0.7591	NPC311595
Intermediate Similarity	0.7591	NPC281298
Intermediate Similarity	0.7591	NPC310338
Intermediate Similarity	0.7589	NPC29477
Intermediate Similarity	0.7586	NPC169766
Intermediate Similarity	0.7586	NPC230219
Intermediate Similarity	0.7571	NPC211218
Intermediate Similarity	0.7554	NPC126935
Intermediate Similarity	0.7554	NPC216929
Intermediate Similarity	0.7554	NPC57268
Intermediate Similarity	0.7554	NPC172676
Intermediate Similarity	0.7554	NPC211992
Intermediate Similarity	0.7554	NPC65933
Intermediate Similarity	0.7554	NPC312713
Intermediate Similarity	0.7552	NPC11258
Intermediate Similarity	0.7552	NPC129570
Intermediate Similarity	0.7552	NPC21867
Intermediate Similarity	0.7552	NPC282703
Intermediate Similarity	0.7552	NPC45774
Intermediate Similarity	0.7552	NPC184733
Intermediate Similarity	0.7552	NPC470084
Intermediate Similarity	0.7552	NPC128208
Intermediate Similarity	0.7551	NPC42793
Intermediate Similarity	0.7551	NPC231884
Intermediate Similarity	0.7551	NPC167944
Intermediate Similarity	0.7547	NPC18402
Intermediate Similarity	0.7537	NPC165106
Intermediate Similarity	0.7536	NPC56214
Intermediate Similarity	0.7536	NPC227217
Intermediate Similarity	0.7536	NPC117780
Intermediate Similarity	0.7536	NPC165133
Intermediate Similarity	0.7536	NPC95614
Intermediate Similarity	0.7536	NPC232316
Intermediate Similarity	0.7536	NPC242885
Intermediate Similarity	0.7534	NPC282477
Intermediate Similarity	0.7534	NPC473463
Intermediate Similarity	0.7534	NPC26394
Intermediate Similarity	0.7534	NPC284855
Intermediate Similarity	0.7533	NPC222039
Intermediate Similarity	0.7533	NPC100478
Intermediate Similarity	0.7518	NPC293701
Intermediate Similarity	0.7518	NPC18449
Intermediate Similarity	0.7518	NPC34902
Intermediate Similarity	0.7518	NPC121783
Intermediate Similarity	0.7518	NPC94276
Intermediate Similarity	0.7518	NPC109822
Intermediate Similarity	0.7518	NPC114901
Intermediate Similarity	0.7518	NPC48990
Intermediate Similarity	0.7517	NPC27843
Intermediate Similarity	0.7517	NPC228346
Intermediate Similarity	0.7517	NPC158079
Intermediate Similarity	0.7517	NPC470392
Intermediate Similarity	0.7517	NPC115207
Intermediate Similarity	0.7517	NPC189724
Intermediate Similarity	0.7517	NPC7171
Intermediate Similarity	0.7517	NPC161557
Intermediate Similarity	0.7517	NPC118419
Intermediate Similarity	0.7517	NPC40432
Intermediate Similarity	0.7517	NPC212850
Intermediate Similarity	0.7517	NPC83289
Intermediate Similarity	0.75	NPC9341
Intermediate Similarity	0.75	NPC148898
Intermediate Similarity	0.75	NPC81067
Intermediate Similarity	0.75	NPC160193
Intermediate Similarity	0.75	NPC50380
Intermediate Similarity	0.75	NPC85488
Intermediate Similarity	0.75	NPC185838
Intermediate Similarity	0.75	NPC179250
Intermediate Similarity	0.75	NPC475875
Intermediate Similarity	0.7484	NPC59028
Intermediate Similarity	0.7484	NPC67080
Intermediate Similarity	0.7484	NPC92191
Intermediate Similarity	0.7483	NPC98745
Intermediate Similarity	0.7483	NPC187616
Intermediate Similarity	0.7483	NPC264956
Intermediate Similarity	0.7483	NPC49603
Intermediate Similarity	0.7483	NPC193026
Intermediate Similarity	0.7483	NPC11147
Intermediate Similarity	0.7482	NPC183262
Intermediate Similarity	0.7482	NPC207613
Intermediate Similarity	0.7466	NPC207400
Intermediate Similarity	0.7466	NPC181049
Intermediate Similarity	0.7466	NPC18842
Intermediate Similarity	0.7465	NPC194519
Intermediate Similarity	0.7465	NPC148627
Intermediate Similarity	0.7464	NPC268572
Intermediate Similarity	0.7464	NPC256369
Intermediate Similarity	0.7453	NPC293871
Intermediate Similarity	0.7453	NPC124433
Intermediate Similarity	0.7448	NPC92164
Intermediate Similarity	0.7448	NPC77040
Intermediate Similarity	0.7448	NPC64201

Drug Structure

NPD2161 OpenBabel08211701392D 21 23 0 0 1 0 0 0 0 0999 V2000 -5.4128 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 1.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0468 1.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3558 0.3854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7378 0.3854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.5468 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 -0.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -3.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -1.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0823 -0.1615 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 13 1 0 0 0 0 5 13 1 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 14 1 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 13 20 1 0 0 0 0 14 15 2 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003593
DrugBank	DB01954
ChEMBL	CHEMBL63
IUPHAR/BPS
PharmaGKB	PA153906323
KEGG Drug	D01783
PubChem CID	5092
ChEBI	104872
CAS Number	61413-54-5

Drug Properties

Molecular Weight	275.15
ALogP	-1.9738
MLogP	2.78
XLogP	2.626
HDA	2
HBD	1
Rotatable Bonds	6
TPSA	51.05
RO5 Violation	0