NPASS drugs

Drug Information

Drug ID:	NPD3145
Drug Name:	Capsaicin
Molecular Formula:	C18H27NO3
Canonical SMILES:	COc1cc(CN=C(CCCC/C=C/C(C)C)O)ccc1O
Standard InCHI:	"InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+"
Standard InCHIKey:	YKPUWZUDDOIDPM-SOFGYWHQSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3145

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	58684
0.1-0.2	141168
0.2-0.3	11025
0.3-0.4	778
0.4-0.5	53
0.5-0.6	11
0.6-0.7	1
0.7-0.8	11
0.8-0.85	2
0.85-0.9	1
0.9-0.95	1
0.95-1	4

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC308885
High Similarity	1.0	NPC255550
High Similarity	0.9808	NPC259193
High Similarity	0.9808	NPC121255
High Similarity	0.9074	NPC190635
High Similarity	0.8596	NPC252079
Intermediate Similarity	0.8393	NPC48907
Intermediate Similarity	0.8364	NPC6854
Intermediate Similarity	0.7931	NPC82196
Intermediate Similarity	0.7931	NPC167757
Intermediate Similarity	0.7593	NPC285078
Intermediate Similarity	0.7593	NPC130595
Intermediate Similarity	0.7593	NPC93882
Intermediate Similarity	0.7593	NPC255540
Intermediate Similarity	0.7593	NPC298277
Intermediate Similarity	0.75	NPC218530
Intermediate Similarity	0.75	NPC294586
Intermediate Similarity	0.75	NPC33414
Intermediate Similarity	0.7241	NPC8678
Remote Similarity	0.6825	NPC275027
Remote Similarity	0.5781	NPC595711
Remote Similarity	0.5781	NPC603355
Remote Similarity	0.5781	NPC612025
Remote Similarity	0.5692	NPC526920
Remote Similarity	0.5556	NPC53596
Remote Similarity	0.5397	NPC145184
Remote Similarity	0.5385	NPC483621
Remote Similarity	0.5385	NPC483622
Remote Similarity	0.5303	NPC160120
Remote Similarity	0.5303	NPC289330
Remote Similarity	0.5152	NPC483619

Drug Structure

NPD3145 OpenBabel08211702562D 24 24 0 0 0 0 0 0 0 0999 V2000 7.7942 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 4.0000 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 5.1962 4.0000 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 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 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 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 22 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 9 1 0 0 0 0 8 14 1 0 0 0 0 9 18 1 0 0 0 0 10 11 2 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 15 2 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 19 2 3 0 0 0 18 21 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015944
DrugBank	DB05318
ChEMBL
IUPHAR/BPS	2486
PharmaGKB
KEGG Drug
PubChem CID	1548943
ChEBI
CAS Number

Drug Properties

Molecular Weight	305.2
ALogP	-0.0512
MLogP	3
XLogP	4.651
HDA	2
HBD	2
Rotatable Bonds	14
TPSA	62.05
RO5 Violation	0