NPASS drugs

Drug Information

Drug ID:	NPD7003
Drug Name:	Adapalene
Molecular Formula:	C28H28O3
Canonical SMILES:	COc1ccc(cc1C12CC3CC(C2)CC(C1)C3)c1ccc2c(c1)ccc(c2)C(=O)O
Standard InCHI:	InChI=1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30)
Standard InCHIKey:	LZCDAPDGXCYOEH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7003

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	233
0.1-0.2	1225
0.2-0.3	1886
0.3-0.4	4621
0.4-0.5	7983
0.5-0.6	3735
0.6-0.7	7361
0.7-0.8	3682
0.8-0.85	157
0.85-0.9	7
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
High Similarity	0.8676	NPC428300
High Similarity	0.8571	NPC470406
High Similarity	0.8562	NPC260152
High Similarity	0.8561	NPC164295
High Similarity	0.8521	NPC471670
High Similarity	0.8511	NPC213122
High Similarity	0.85	NPC183103
Intermediate Similarity	0.8472	NPC476191
Intermediate Similarity	0.8462	NPC186647
Intermediate Similarity	0.8456	NPC111088

Showing 1 to 10 of 200 entries

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Drug Structure

NPD7003 OpenBabel08211711352D 32 37 0 0 1 0 0 0 0 0999 V2000 0.8099 1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2398 -0.9352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0497 -1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6696 0.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4796 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4298 1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6199 1.8705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4841 -1.8068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5290 -0.5350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0579 -0.2159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0497 0.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6696 -1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6199 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9034 -0.2421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6613 -0.6613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6104 0.3836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1454 -1.1454 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.4193 -1.5647 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.2909 0.1454 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.8597 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2398 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8597 -0.9352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4298 0.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4796 -0.9352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8099 0.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8099 1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2895 -1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -8.0994 -0.9352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2895 -2.3381 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.8705 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9094 -1.4029 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 3 1 0 0 0 0 2 21 2 0 0 0 0 3 22 2 0 0 0 0 4 5 2 0 0 0 0 4 20 1 0 0 0 0 5 24 1 0 0 0 0 6 7 2 0 0 0 0 6 23 1 0 0 0 0 7 26 1 0 0 0 0 8 17 1 0 0 0 0 8 18 1 0 0 0 0 9 17 1 0 0 0 0 9 19 1 0 0 0 0 10 18 1 0 0 0 0 10 19 1 0 0 0 0 11 20 2 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 12 24 2 0 0 0 0 13 23 2 0 0 0 0 13 25 1 0 0 0 0 14 17 1 0 0 0 0 14 28 1 0 0 0 0 15 18 1 0 0 0 0 15 28 1 0 0 0 0 16 19 1 0 0 0 0 16 28 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 24 27 1 0 0 0 0 25 26 2 0 0 0 0 25 28 1 0 0 0 0 26 31 1 0 0 0 0 27 29 1 0 0 0 0 27 30 2 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000115
DrugBank	DB00210
ChEMBL	CHEMBL1265
IUPHAR/BPS	5429
PharmaGKB	PA448047
KEGG Drug	D01112
PubChem CID	60164
ChEBI	31174
CAS Number	106685-40-9

Drug Properties

Molecular Weight	412.20
ALogP	-0.4289
MLogP	4.21
XLogP	10.279
HDA	2
HBD	1
Rotatable Bonds	6
TPSA	46.53
RO5 Violation	1