NPASS drugs

Drug Information

Drug ID:	NPD8030
Drug Name:	Telaprevir
Molecular Formula:	C36H53N7O6
Canonical SMILES:	CCC[C@@H](C(=O)C(=O)NC1CC1)N=C([C@@H]1[C@H]2CCC[C@H]2CN1C(=O)[C@H](C(C)(C)C)N=C([C@H](C1CCCCC1)N=C(c1nccnc1)O)O)O
Standard InCHI:	InChI=1S/C36H53N7O6/c1-5-10-25(29(44)34(48)39-23-15-16-23)40-33(47)28-24-14-9-13-22(24)20-43(28)35(49)30(36(2,3)4)42-32(46)27(21-11-7-6-8-12-21)41-31(45)26-19-37-17-18-38-26/h17-19,21-25,27-28,30H,5-16,20H2,1-4H3,(H,39,48)(H,40,47)(H,41,45)(H,42,46)/t22-,24-,25-,27-,28-,30+/m0/s1
Standard InCHIKey:	BBAWEDCPNXPBQM-GDEBMMAJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8030

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	171
0.1-0.2	2129
0.2-0.3	21533
0.3-0.4	3918
0.4-0.5	2539
0.5-0.6	586
0.6-0.7	14
0.7-0.8	0
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
Remote Similarity	0.6302	NPC117244
Remote Similarity	0.6302	NPC473763
Remote Similarity	0.6198	NPC213629
Remote Similarity	0.6193	NPC171317
Remote Similarity	0.6178	NPC94752
Remote Similarity	0.6121	NPC476491
Remote Similarity	0.61	NPC475506
Remote Similarity	0.608	NPC293917
Remote Similarity	0.607	NPC155143
Remote Similarity	0.6049	NPC162860
Remote Similarity	0.6048	NPC473310
Remote Similarity	0.603	NPC473640
Remote Similarity	0.6029	NPC54420
Remote Similarity	0.6	NPC238945
Remote Similarity	0.5972	NPC477714
Remote Similarity	0.5972	NPC281049
Remote Similarity	0.5971	NPC478158
Remote Similarity	0.5971	NPC107077
Remote Similarity	0.5971	NPC223791
Remote Similarity	0.5962	NPC75634
Remote Similarity	0.5959	NPC477118
Remote Similarity	0.5931	NPC473376
Remote Similarity	0.5928	NPC477120
Remote Similarity	0.5926	NPC319232
Remote Similarity	0.5926	NPC24370
Remote Similarity	0.592	NPC100321
Remote Similarity	0.5907	NPC64216
Remote Similarity	0.5907	NPC228835
Remote Similarity	0.5897	NPC17059
Remote Similarity	0.5864	NPC328924
Remote Similarity	0.5849	NPC477715
Remote Similarity	0.5845	NPC326363
Remote Similarity	0.5837	NPC320968
Remote Similarity	0.5833	NPC60537
Remote Similarity	0.5829	NPC478157
Remote Similarity	0.5826	NPC323244
Remote Similarity	0.5812	NPC477119
Remote Similarity	0.5794	NPC315804
Remote Similarity	0.5794	NPC313804
Remote Similarity	0.5792	NPC265576
Remote Similarity	0.5787	NPC155444
Remote Similarity	0.5784	NPC300183
Remote Similarity	0.5782	NPC54744
Remote Similarity	0.5773	NPC69843
Remote Similarity	0.5766	NPC323752
Remote Similarity	0.5759	NPC164845
Remote Similarity	0.574	NPC325976
Remote Similarity	0.5735	NPC31385
Remote Similarity	0.5735	NPC110602
Remote Similarity	0.5735	NPC75726
Remote Similarity	0.5727	NPC56109
Remote Similarity	0.5727	NPC191382
Remote Similarity	0.5721	NPC473362
Remote Similarity	0.5721	NPC166492
Remote Similarity	0.5721	NPC89987
Remote Similarity	0.5707	NPC469938
Remote Similarity	0.5699	NPC248462
Remote Similarity	0.5699	NPC11126
Remote Similarity	0.5676	NPC474877
Remote Similarity	0.5676	NPC475859
Remote Similarity	0.5676	NPC475969
Remote Similarity	0.5673	NPC475288
Remote Similarity	0.5664	NPC41679
Remote Similarity	0.5646	NPC316403
Remote Similarity	0.5644	NPC160688
Remote Similarity	0.5635	NPC473646
Remote Similarity	0.5632	NPC103268
Remote Similarity	0.5631	NPC470729
Remote Similarity	0.5631	NPC477176
Remote Similarity	0.5631	NPC477175
Remote Similarity	0.5631	NPC470730
Remote Similarity	0.5625	NPC63279
Remote Similarity	0.5621	NPC317307
Remote Similarity	0.5619	NPC184225
Remote Similarity	0.5618	NPC475390
Remote Similarity	0.5616	NPC229893
Remote Similarity	0.5607	NPC250835
Remote Similarity	0.5605	NPC477177
Remote Similarity	0.56	NPC297642

Drug Structure

NPD8030 OpenBabel08211712032D 53 57 0 0 1 0 0 0 0 0999 V2000 1.2440 -1.5512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -3.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7440 -2.4172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2948 -3.6692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2440 -3.2832 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8826 -2.8602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6562 -3.3602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7440 -3.1492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1220 -3.6492 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 -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 -0.2948 -1.0512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2948 -2.0512 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7440 -4.1492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6562 -2.3602 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2440 -3.2832 0.0000 C 0 0 1 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 2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2440 -1.5512 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.7440 -4.1492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 C 0 0 2 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 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2440 -1.5512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2440 -5.0153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 1.2440 -5.0153 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7440 -2.4172 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6562 -0.7422 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.7440 -4.1492 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7440 -0.6851 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7440 -5.8813 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7440 -5.8813 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2440 0.1809 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 36 1 0 0 0 0 3 36 1 0 0 0 0 4 36 1 0 0 0 0 5 10 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 9 14 1 0 0 0 0 11 21 1 0 0 0 0 12 21 1 0 0 0 0 15 16 1 0 0 0 0 15 23 1 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 37 2 0 0 0 0 18 38 2 0 0 0 0 19 26 2 0 0 0 0 19 37 1 0 0 0 0 20 22 1 0 0 0 0 20 43 1 0 0 0 0 21 27 1 0 0 0 0 22 13 1 1 0 0 0 22 24 1 0 0 0 0 23 39 1 0 0 0 0 24 14 1 1 0 0 0 24 28 1 0 0 0 0 25 10 1 6 0 0 0 25 29 1 0 0 0 0 25 40 1 0 0 0 0 26 31 1 0 0 0 0 26 38 1 0 0 0 0 27 32 1 1 0 0 0 27 41 1 0 0 0 0 28 33 1 6 0 0 0 28 43 1 0 0 0 0 29 34 1 0 0 0 0 29 44 2 0 0 0 0 30 35 1 6 0 0 0 30 36 1 0 0 0 0 30 42 1 0 0 0 0 31 41 2 3 0 0 0 31 45 1 0 0 0 0 32 42 2 3 0 0 0 32 46 1 0 0 0 0 33 40 2 3 0 0 0 33 47 1 0 0 0 0 34 39 1 0 0 0 0 34 48 2 0 0 0 0 35 43 1 0 0 0 0 35 49 2 0 0 0 0 39 50 1 0 0 0 0 45 51 1 0 0 0 0 46 52 1 0 0 0 0 47 53 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001419; DCL001135
DrugBank	DB05521
ChEMBL	CHEMBL231813
IUPHAR/BPS
PharmaGKB	PA165958354
KEGG Drug	D09012
PubChem CID	3010818
ChEBI	68595
CAS Number	402957-28-2

Drug Properties

Molecular Weight	679.41
ALogP	-3.0378
MLogP	3.99
XLogP	3.995
HDA	13
HBD	4
Rotatable Bonds	23
TPSA	190.03
RO5 Violation	2