NPASS drugs

Drug Information

Drug ID:	NPD8041
Drug Name:	Narlaprevir
Molecular Formula:	C36H61N5O7S
Canonical SMILES:	CCCC[C@@H](C(=O)C(=O)NC1CC1)N=C([C@H]1N(C[C@H]2[C@@H]1C2(C)C)C(=O)[C@H](C(C)(C)C)N=C(NC1(CCCCC1)CS(=O)(=O)C(C)(C)C)O)O
Standard InCHI:	InChI=1S/C36H61N5O7S/c1-10-11-15-24(27(42)30(44)37-22-16-17-22)38-29(43)26-25-23(35(25,8)9)20-41(26)31(45)28(33(2,3)4)39-32(46)40-36(18-13-12-14-19-36)21-49(47,48)34(5,6)7/h22-26,28H,10-21H2,1-9H3,(H,37,44)(H,38,43)(H2,39,40,46)/t23-,24-,25-,26-,28+/m0/s1
Standard InCHIKey:	RICZEKWVNZFTNZ-LFGITCQGSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8041

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	109
0.1-0.2	8992
0.2-0.3	16551
0.3-0.4	4447
0.4-0.5	673
0.5-0.6	112
0.6-0.7	6
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	0.6504	NPC117829
Remote Similarity	0.6183	NPC241394
Remote Similarity	0.6107	NPC128303
Remote Similarity	0.6063	NPC134504
Remote Similarity	0.6063	NPC47076
Remote Similarity	0.6	NPC472351
Remote Similarity	0.5935	NPC473495
Remote Similarity	0.5917	NPC235078
Remote Similarity	0.5887	NPC275715
Remote Similarity	0.5887	NPC475340
Remote Similarity	0.5793	NPC477518
Remote Similarity	0.5786	NPC473819
Remote Similarity	0.575	NPC23984
Remote Similarity	0.5745	NPC28542
Remote Similarity	0.5667	NPC476156
Remote Similarity	0.5667	NPC476117
Remote Similarity	0.5667	NPC476243
Remote Similarity	0.5667	NPC476137
Remote Similarity	0.5625	NPC471098
Remote Similarity	0.5625	NPC62263
Remote Similarity	0.5625	NPC173763
Remote Similarity	0.562	NPC476302
Remote Similarity	0.562	NPC207820
Remote Similarity	0.561	NPC199072

Drug Structure

NPD8041 OpenBabel08211712032D 53 56 0 0 1 0 0 0 0 0999 V2000 2.6749 0.5337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5068 -5.1111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1241 -4.1872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9089 -4.9265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 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 7.8627 -5.1469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2539 -5.9402 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6582 0.7159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3076 -0.0445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4527 -0.2825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5833 -1.2739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5289 0.1002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2909 0.1377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8643 0.4309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6820 1.4142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7899 -1.8827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7355 -0.5086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9371 -4.5520 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 5.6247 1.0804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8798 -4.8858 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9403 -0.6227 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4885 -4.0925 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9221 -3.2683 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9236 -0.4404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2461 -3.3263 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.2559 -2.3257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2574 0.5022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1700 -2.9436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5289 -3.1002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1156 -4.3177 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 6.8712 -5.0164 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 6.6079 1.2626 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6065 -1.5653 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4527 -2.7175 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7355 -2.4914 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9633 -3.5524 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.5730 -1.2008 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2392 -2.1435 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2406 0.6845 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3005 -1.9522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3983 -4.0917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 6.9417 2.2053 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1884 -2.8741 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8886 -2.9039 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4744 -4.4743 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 33 1 0 0 0 0 3 33 1 0 0 0 0 4 33 1 0 0 0 0 5 34 1 0 0 0 0 6 34 1 0 0 0 0 7 34 1 0 0 0 0 8 35 1 0 0 0 0 9 35 1 0 0 0 0 10 11 1 0 0 0 0 11 15 1 0 0 0 0 12 13 1 0 0 0 0 12 14 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 16 17 1 0 0 0 0 16 22 1 0 0 0 0 17 22 1 0 0 0 0 18 36 1 0 0 0 0 19 36 1 0 0 0 0 20 41 1 0 0 0 0 21 36 1 0 0 0 0 21 49 1 0 0 0 0 22 37 1 0 0 0 0 23 20 1 1 0 0 0 23 25 1 0 0 0 0 23 35 1 0 0 0 0 24 15 1 1 0 0 0 24 27 1 0 0 0 0 24 38 1 0 0 0 0 25 26 1 0 0 0 0 25 35 1 1 0 0 0 26 29 1 6 0 0 0 26 41 1 0 0 0 0 27 30 1 0 0 0 0 27 42 2 0 0 0 0 28 31 1 6 0 0 0 28 33 1 0 0 0 0 28 39 1 0 0 0 0 29 38 2 3 0 0 0 29 43 1 0 0 0 0 30 37 1 0 0 0 0 30 44 2 0 0 0 0 31 41 1 0 0 0 0 31 45 2 0 0 0 0 32 39 2 3 0 0 0 32 40 1 0 0 0 0 32 46 1 0 0 0 0 34 49 1 0 0 0 0 36 40 1 0 0 0 0 37 50 1 0 0 0 0 40 51 1 0 0 0 0 43 52 1 0 0 0 0 46 53 1 0 0 0 0 47 49 2 0 0 0 0 48 49 2 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	707.43
ALogP	-1.476
MLogP	3.99
XLogP	6.589
HDA	12
HBD	4
Rotatable Bonds	29
TPSA	186.21
RO5 Violation	3