NPASS drugs

Drug Information

Drug ID:	NPD5065
Drug Name:	Indoramin
Molecular Formula:	C22H25N3O
Canonical SMILES:	OC(=NC1CCN(CC1)CCc1c[nH]c2c1cccc2)c1ccccc1
Standard InCHI:	"InChI=1S/C22H25N3O/c26-22(17-6-2-1-3-7-17)24-19-11-14-25(15-12-19)13-10-18-16-23-21-9-5-4-8-20(18)21/h1-9,16,19,23H,10-15H2,(H,24,26)"
Standard InCHIKey:	JXZZEXZZKAWDSP-UHFFFAOYSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5065

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	171793
0.1-0.2	35712
0.2-0.3	3420
0.3-0.4	755
0.4-0.5	58
0.5-0.6	2
0.6-0.7	0
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: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.5323	NPC73767
Remote Similarity	0.5323	NPC599801

Drug Structure

NPD5065 OpenBabel08211706322D 28 31 0 0 0 0 0 0 0 0999 V2000 6.4282 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 1.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9563 -0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2872 -1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 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 3.8301 -0.0388 0.0000 C 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 3.8301 -1.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -2.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 0.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 1.4612 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 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 20 2 0 0 0 0 9 21 2 0 0 0 0 10 13 1 0 0 0 0 10 18 1 0 0 0 0 11 14 1 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 19 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 25 1 0 0 0 0 16 18 2 0 0 0 0 16 23 1 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 19 24 1 0 0 0 0 20 21 1 0 0 0 0 21 23 1 0 0 0 0 22 24 2 3 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003773
DrugBank	DB08950
ChEMBL	CHEMBL279516
IUPHAR/BPS	501
PharmaGKB
KEGG Drug	D04531
PubChem CID	33625
ChEBI	135470
CAS Number	26844-12-2

Drug Properties

Molecular Weight	347.2
ALogP	-0.9369
MLogP	3.44
XLogP	5.623
HDA	4
HBD	2
Rotatable Bonds	6
TPSA	51.62
RO5 Violation	1