NPASS drugs

Drug Information

Drug ID:	NPD4183
Drug Name:	Rolofylline
Molecular Formula:	C20H28N4O2
Canonical SMILES:	CCCn1c2[nH]c(nc2c(=O)n(c1=O)CCC)[C@]12CC3C[C@@H]2CC(C1)C3
Standard InCHI:	InChI=1S/C20H28N4O2/c1-3-5-23-16-15(17(25)24(6-4-2)19(23)26)21-18(22-16)20-10-12-7-13(11-20)9-14(20)8-12/h12-14H,3-11H2,1-2H3,(H,21,22)/t12?,13?,14-,20-
Standard InCHIKey:	PJBFVWGQFLYWCB-NFUJFADFSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4183

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	360
0.1-0.2	16436
0.2-0.3	10457
0.3-0.4	2843
0.4-0.5	677
0.5-0.6	79
0.6-0.7	32
0.7-0.8	6
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	0.7482	NPC158847
Intermediate Similarity	0.7429	NPC252603
Intermediate Similarity	0.7143	NPC148385
Intermediate Similarity	0.7078	NPC167285
Intermediate Similarity	0.7	NPC303899
Intermediate Similarity	0.7	NPC256849
Remote Similarity	0.6968	NPC226184
Remote Similarity	0.6968	NPC76544
Remote Similarity	0.695	NPC199790
Remote Similarity	0.6871	NPC109322
Remote Similarity	0.6824	NPC180493
Remote Similarity	0.6806	NPC278549
Remote Similarity	0.65	NPC476562
Remote Similarity	0.6497	NPC164845
Remote Similarity	0.6479	NPC75131
Remote Similarity	0.642	NPC217656
Remote Similarity	0.6407	NPC321052
Remote Similarity	0.6389	NPC47936
Remote Similarity	0.6383	NPC476099
Remote Similarity	0.6294	NPC472833
Remote Similarity	0.6279	NPC18308
Remote Similarity	0.6279	NPC472832
Remote Similarity	0.6265	NPC244700
Remote Similarity	0.6241	NPC476561
Remote Similarity	0.6188	NPC477119
Remote Similarity	0.6182	NPC89139
Remote Similarity	0.6173	NPC296437
Remote Similarity	0.6159	NPC476528
Remote Similarity	0.6159	NPC476433
Remote Similarity	0.6135	NPC470266
Remote Similarity	0.6129	NPC477120
Remote Similarity	0.6121	NPC476013
Remote Similarity	0.6121	NPC476522
Remote Similarity	0.6121	NPC474986
Remote Similarity	0.6108	NPC476408
Remote Similarity	0.6084	NPC476521
Remote Similarity	0.6075	NPC477118
Remote Similarity	0.6024	NPC476520
Remote Similarity	0.5954	NPC472834
Remote Similarity	0.5875	NPC246193
Remote Similarity	0.5645	NPC313897
Remote Similarity	0.5637	NPC71238
Remote Similarity	0.5632	NPC326694
Remote Similarity	0.5608	NPC473585

Drug Structure

NPD4183 OpenBabel08211704332D 27 31 0 0 1 0 0 0 0 0999 V2000 1.6886 3.8996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6886 -1.9498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6886 2.9247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8443 -1.4624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8443 2.4373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8443 -0.4875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4750 -3.4081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4706 -2.0801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7739 -2.5810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0693 -2.8891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5107 -2.5399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0639 -2.9936 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.7838 -3.2062 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7274 -1.4110 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6886 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6886 0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8443 -0.4875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1888 0.4875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8614 -1.9110 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6158 -0.3013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6158 1.2762 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8443 1.4624 0.0000 N 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 0.8443 -1.4624 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8443 1.4624 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9171 2.2034 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 23 1 0 0 0 0 6 24 1 0 0 0 0 7 12 1 0 0 0 0 7 13 1 0 0 0 0 8 12 1 0 0 0 0 8 14 1 0 0 0 0 9 13 1 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 20 1 0 0 0 0 11 13 1 0 0 0 0 11 20 1 0 0 0 0 14 20 1 6 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 17 25 2 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 19 24 1 0 0 0 0 19 26 2 0 0 0 0 20 18 1 6 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	356.22
ALogP	-2.0803
MLogP	3
XLogP	3.922
HDA	6
HBD	1
Rotatable Bonds	7
TPSA	69.3
RO5 Violation	0