NPASS drugs

Drug Information

Drug ID:	NPD5017
Drug Name:	HIV-1 integrase inhibitors, Pfizer
Molecular Formula:	C22H24FN5O3
Canonical SMILES:	OC(=N)C1CCCN1Cc1cn(c2c1cc(nc2)C(=O)N(O)C)Cc1ccc(cc1)F
Standard InCHI:	InChI=1S/C22H24FN5O3/c1-26(31)22(30)18-9-17-15(12-27-8-2-3-19(27)21(24)29)13-28(20(17)10-25-18)11-14-4-6-16(23)7-5-14/h4-7,9-10,13,19,31H,2-3,8,11-12H2,1H3,(H2,24,29)
Standard InCHIKey:	XGYYVDZJWSDWDE-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5017

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	333
0.1-0.2	3184
0.2-0.3	12623
0.3-0.4	10558
0.4-0.5	1424
0.5-0.6	1546
0.6-0.7	1037
0.7-0.8	184
0.8-0.85	1
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

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Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.803	NPC57398
Intermediate Similarity	0.799	NPC317701
Intermediate Similarity	0.7917	NPC17059
Intermediate Similarity	0.7887	NPC117244
Intermediate Similarity	0.7887	NPC473763
Intermediate Similarity	0.7821	NPC472260
Intermediate Similarity	0.7696	NPC91179
Intermediate Similarity	0.7692	NPC213629
Intermediate Similarity	0.768	NPC94752
Intermediate Similarity	0.7668	NPC228835

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Drug Structure

NPD5017 OpenBabel08211706322D 34 37 0 0 1 0 0 0 0 0999 V2000 -1.9400 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7067 -1.2044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4498 -0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3164 -1.2784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9563 0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2946 -1.0705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9344 0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8406 -0.7044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 -0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6036 -0.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0431 0.3783 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5431 1.2443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5817 0.0885 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.0431 2.1104 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 4.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 0.2738 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 5.5431 1.2443 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 4.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 5.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5431 2.9764 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0431 0.3783 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 5.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 1 0 0 0 0 2 8 1 0 0 0 0 3 19 1 0 0 0 0 4 6 1 0 0 0 0 4 14 2 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 27 1 0 0 0 0 9 17 2 0 0 0 0 9 18 1 0 0 0 0 10 20 2 0 0 0 0 10 25 1 0 0 0 0 11 14 1 0 0 0 0 11 28 1 0 0 0 0 12 15 1 0 0 0 0 12 27 1 0 0 0 0 13 15 2 0 0 0 0 13 28 1 0 0 0 0 15 17 1 0 0 0 0 16 23 1 0 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 18 25 2 0 0 0 0 19 21 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 24 2 0 0 0 0 21 29 1 0 0 0 0 22 26 1 0 0 0 0 22 30 2 0 0 0 0 24 32 1 0 0 0 0 26 31 1 0 0 0 0 29 33 1 0 0 0 0 31 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002128
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.19
ALogP	-1.2666
MLogP	2.89
XLogP	2.126
HDA	6
HBD	3
Rotatable Bonds	11
TPSA	105.68
RO5 Violation	0