NPASS drugs

Drug Information

Drug ID:	NPD5612
Drug Name:	IS-159
Molecular Formula:	C23H27N5O5
Canonical SMILES:	NCCc1c[nH]c2c1cc(OCC(=N[C@H](C(=NCC(=N)O)O)Cc1ccc(cc1)O)O)cc2
Standard InCHI:	"InChI=1S/C23H27N5O5/c24-8-7-15-11-26-19-6-5-17(10-18(15)19)33-13-22(31)28-20(23(32)27-12-21(25)30)9-14-1-3-16(29)4-2-14/h1-6,10-11,20,26,29H,7-9,12-13,24H2,(H2,25,30)(H,27,32)(H,28,31)/t20-/m0/s1"
Standard InCHIKey:	PBRWGFLPYQYNGI-FQEVSTJZSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5612

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	121442
0.1-0.2	85425
0.2-0.3	4595
0.3-0.4	262
0.4-0.5	15
0.5-0.6	1
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	0.525	NPC192615

Drug Structure

NPD5612 OpenBabel08211708292D 41 43 0 0 1 0 0 0 0 0999 V2000 -7.6713 -4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5374 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5374 -5.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4034 -3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0704 1.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 1.3443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8053 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8053 -6.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6713 -3.6691 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 -9.4034 -4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -3.6691 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6713 -6.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7177 2.0874 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.5374 -6.1691 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 -6.8053 -5.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -3.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.2694 -5.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6713 -7.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -1.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -5.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3412 -2.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6958 1.8795 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4087 3.0385 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4034 -6.6691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2694 -6.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5374 -8.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8053 -2.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -6.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 14 2 0 0 0 0 2 4 2 0 0 0 0 2 14 1 0 0 0 0 3 16 2 0 0 0 0 4 16 1 0 0 0 0 5 6 2 0 0 0 0 5 17 1 0 0 0 0 6 19 1 0 0 0 0 7 8 1 0 0 0 0 7 15 1 0 0 0 0 8 24 1 0 0 0 0 9 14 1 0 0 0 0 10 17 2 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 26 1 0 0 0 0 12 21 1 0 0 0 0 12 27 1 0 0 0 0 13 22 1 0 0 0 0 13 33 1 0 0 0 0 15 18 1 0 0 0 0 16 29 1 0 0 0 0 17 33 1 0 0 0 0 18 19 2 0 0 0 0 19 26 1 0 0 0 0 20 9 1 6 0 0 0 20 23 1 0 0 0 0 20 28 1 0 0 0 0 21 25 2 0 0 0 0 21 30 1 0 0 0 0 22 28 2 3 0 0 0 22 31 1 0 0 0 0 23 27 2 3 0 0 0 23 32 1 0 0 0 0 24 34 1 0 0 0 0 24 35 1 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 29 38 1 0 0 0 0 30 39 1 0 0 0 0 31 40 1 0 0 0 0 32 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006068
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	453.2
ALogP	-2.2606
MLogP	2.89
XLogP	1.223
HDA	8
HBD	7
Rotatable Bonds	16
TPSA	180.53
RO5 Violation	2