NPASS drugs

Drug Information

Drug ID:	NPD5419
Drug Name:	non-nucleoside reverse transcriptase inhibitors (HIV infection), Ardea
Molecular Formula:	C23H19BrClN5O3S2
Canonical SMILES:	OC(=Nc1ccc(cc1Cl)S(=O)(=O)N)CSc1nnc(n1c1ccc(c2c1cccc2)C1CC1)Br
Standard InCHI:	InChI=1S/C23H19BrClN5O3S2/c24-22-28-29-23(34-12-21(31)27-19-9-7-14(11-18(19)25)35(26,32)33)30(22)20-10-8-15(13-5-6-13)16-3-1-2-4-17(16)20/h1-4,7-11,13H,5-6,12H2,(H,27,31)(H2,26,32,33)
Standard InCHIKey:	JMAGRGYNUBAGRG-UHFFFAOYSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5419

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	845
0.1-0.2	9109
0.2-0.3	15414
0.3-0.4	3084
0.4-0.5	1930
0.5-0.6	505
0.6-0.7	3
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	0.6143	NPC316910
Remote Similarity	0.6109	NPC471609
Remote Similarity	0.6038	NPC474791
Remote Similarity	0.5966	NPC469308
Remote Similarity	0.5943	NPC184476
Remote Similarity	0.5931	NPC312092
Remote Similarity	0.5924	NPC161108
Remote Similarity	0.5888	NPC6436
Remote Similarity	0.5882	NPC315715
Remote Similarity	0.5864	NPC314557
Remote Similarity	0.5809	NPC204303
Remote Similarity	0.5808	NPC75999
Remote Similarity	0.5792	NPC473930
Remote Similarity	0.5782	NPC124005
Remote Similarity	0.5777	NPC315822
Remote Similarity	0.5775	NPC200743
Remote Similarity	0.5773	NPC194411
Remote Similarity	0.5771	NPC476341
Remote Similarity	0.5755	NPC148592
Remote Similarity	0.5755	NPC33421
Remote Similarity	0.5735	NPC477134
Remote Similarity	0.5734	NPC162799
Remote Similarity	0.5734	NPC472587
Remote Similarity	0.5721	NPC51054
Remote Similarity	0.5714	NPC68354
Remote Similarity	0.5701	NPC280548
Remote Similarity	0.5695	NPC275305
Remote Similarity	0.5695	NPC317054
Remote Similarity	0.5695	NPC37423
Remote Similarity	0.569	NPC316018
Remote Similarity	0.569	NPC314058
Remote Similarity	0.5687	NPC129042
Remote Similarity	0.5674	NPC38736
Remote Similarity	0.567	NPC288785
Remote Similarity	0.5668	NPC300238
Remote Similarity	0.5665	NPC475450
Remote Similarity	0.5665	NPC179365
Remote Similarity	0.566	NPC114209
Remote Similarity	0.5654	NPC216713
Remote Similarity	0.5652	NPC254762
Remote Similarity	0.565	NPC476140
Remote Similarity	0.5642	NPC44773
Remote Similarity	0.5642	NPC215584
Remote Similarity	0.5639	NPC477891
Remote Similarity	0.5639	NPC47596
Remote Similarity	0.5628	NPC173344
Remote Similarity	0.5628	NPC122718
Remote Similarity	0.5622	NPC316359
Remote Similarity	0.5622	NPC315617
Remote Similarity	0.5619	NPC176199
Remote Similarity	0.5619	NPC215795
Remote Similarity	0.5616	NPC475428
Remote Similarity	0.5605	NPC149014

Drug Structure

NPD5419 OpenBabel08211708292D 38 42 0 0 0 0 0 0 0 0999 V2000 8.8923 1.4901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9141 1.2822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2013 2.4412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2450 2.0253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7704 4.0343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5625 5.0124 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 8.1720 4.8785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1939 4.6706 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 5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8193 4.3433 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 8.8412 4.1354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5322 3.1843 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5540 2.9764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8849 3.7195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1636 4.1808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2681 5.1753 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2976 3.6808 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5055 2.7026 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9067 3.5116 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 1.7321 0.0000 S 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 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 16 2 0 0 0 0 4 17 2 0 0 0 0 5 6 1 0 0 0 0 5 13 1 0 0 0 0 6 13 1 0 0 0 0 7 9 2 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 8 15 2 0 0 0 0 9 19 1 0 0 0 0 10 20 2 0 0 0 0 11 14 2 0 0 0 0 11 18 1 0 0 0 0 12 21 1 0 0 0 0 12 34 1 0 0 0 0 13 15 1 0 0 0 0 14 35 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 20 1 0 0 0 0 18 19 2 0 0 0 0 18 25 1 0 0 0 0 19 27 1 0 0 0 0 20 30 1 0 0 0 0 21 27 2 3 0 0 0 21 31 1 0 0 0 0 22 24 1 0 0 0 0 22 28 2 0 0 0 0 22 30 1 0 0 0 0 23 29 2 0 0 0 0 23 30 1 0 0 0 0 23 34 1 0 0 0 0 26 35 1 0 0 0 0 26 36 1 0 0 0 0 26 37 1 0 0 0 0 28 29 1 0 0 0 0 31 38 1 0 0 0 0 32 35 2 0 0 0 0 33 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001287
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	590.98
ALogP	0.8367
MLogP	2.67
XLogP	7.044
HDA	8
HBD	2
Rotatable Bonds	11
TPSA	156.62
RO5 Violation	1