NPASS drugs

Drug Information

Drug ID:	NPD5075
Drug Name:	VA-045
Molecular Formula:	C22H25N3O5
Canonical SMILES:	CC[C@]12CCCN3[C@@H]2c2n(C(=C1)C(=O)OCCON(=O)=O)c1c(c2CC3)cccc1
Standard InCHI:	"InChI=1S/C22H25N3O5/c1-2-22-9-5-10-23-11-8-16-15-6-3-4-7-17(15)24(19(16)20(22)23)18(14-22)21(26)29-12-13-30-25(27)28/h3-4,6-7,14,20H,2,5,8-13H2,1H3/t20-,22+/m1/s1"
Standard InCHIKey:	VDHLDQHKSSLLJV-IRLDBZIGSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5075

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	111110
0.1-0.2	100034
0.2-0.3	491
0.3-0.4	68
0.4-0.5	29
0.5-0.6	6
0.6-0.7	0
0.7-0.8	2
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
Intermediate Similarity	0.7625	NPC506378
Intermediate Similarity	0.7625	NPC600530
Remote Similarity	0.5349	NPC20144
Remote Similarity	0.5349	NPC161520
Remote Similarity	0.5056	NPC194881
Remote Similarity	0.5056	NPC228710
Remote Similarity	0.5056	NPC547924
Remote Similarity	0.5056	NPC611876

Drug Structure

NPD5075 OpenBabel08211706322D 30 34 0 0 1 0 0 0 0 0999 V2000 -2.1064 1.4147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4833 1.8245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1908 1.4505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1909 2.4185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3288 0.2006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3529 0.9669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3533 2.9024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6761 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3843 0.9443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7127 -0.2196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8382 -0.4839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3977 4.7937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8647 5.6011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8373 2.4195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5147 1.4508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6763 0.9672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5149 2.4188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 2.9031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8386 1.4511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9675 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0006 3.8705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8375 1.4515 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.8388 2.4192 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7644 7.2737 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5337 4.6779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2013 7.2158 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1971 8.1390 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9650 3.9285 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2974 6.4664 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 9 1 0 0 0 0 5 10 1 0 0 0 0 6 15 2 0 0 0 0 7 17 2 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 12 29 1 0 0 0 0 13 30 1 0 0 0 0 14 18 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 19 2 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 18 24 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 0 0 0 0 20 22 1 1 0 0 0 20 23 1 0 0 0 0 21 26 2 0 0 0 0 21 29 1 0 0 0 0 22 2 1 6 0 0 0 25 27 2 0 0 0 0 25 28 2 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004769
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	411.18
ALogP	-0.0948
MLogP	3
XLogP	4.936
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	89.52
RO5 Violation	0