NPASS drugs

Drug Information

Drug ID:	NPD5955
Drug Name:
Molecular Formula:	C24H28O9
Canonical SMILES:	OC(=O)CCC(=O)O[C@@H]1[C@]2(O[C@H]2[C@H]2[C@@]3([C@@]41O[C@H]4C[C@@H]1C3(C)CCC3=C1COC3=O)O2)C(C)C
Standard InCHI:	"InChI=1S/C24H28O9/c1-10(2)22-17(32-22)18-24(33-18)21(3)7-6-11-12(9-29-19(11)28)13(21)8-14-23(24,31-14)20(22)30-16(27)5-4-15(25)26/h10,13-14,17-18,20H,4-9H2,1-3H3,(H,25,26)/t13-,14-,17-,18-,20+,21?,22-,23+,24+/m0/s1"
Standard InCHIKey:	HROMYAWHLUOUPY-GOONNFATSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5955

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	91753
0.1-0.2	115785
0.2-0.3	4163
0.3-0.4	25
0.4-0.5	4
0.5-0.6	10
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	0.5467	NPC299590
Remote Similarity	0.5467	NPC96148
Remote Similarity	0.5467	NPC599829
Remote Similarity	0.5333	NPC33360
Remote Similarity	0.5333	NPC118039
Remote Similarity	0.5333	NPC319889
Remote Similarity	0.5333	NPC49738
Remote Similarity	0.5333	NPC603052
Remote Similarity	0.5063	NPC40458
Remote Similarity	0.5063	NPC327234

Drug Structure

NPD5955 OpenBabel08211708292D 34 40 0 0 1 0 0 0 0 0999 V2000 0.8248 4.2857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4744 4.2857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8248 -0.4762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8248 5.2381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.7619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6496 -0.9524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8248 -0.4762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6496 1.9048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3801 0.7705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6496 3.8095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4744 -0.4762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4744 0.4762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6496 0.9524 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8248 2.3810 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8248 6.1905 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.8095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6496 0.9524 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8248 0.4762 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3801 -0.7705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8248 2.3810 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8248 0.4762 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.6496 1.9048 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 1.9048 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.9524 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6496 6.6667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 6.6667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8248 3.3333 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6744 -1.6763 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9399 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8248 3.3333 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.8571 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4744 1.4286 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 7.6190 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 21 1 0 0 0 0 4 5 1 0 0 0 0 4 15 1 0 0 0 0 5 16 1 0 0 0 0 6 7 1 0 0 0 0 6 11 1 0 0 0 0 7 21 1 0 0 0 0 8 13 1 0 0 0 0 8 14 1 0 0 0 0 9 12 1 0 0 0 0 9 29 1 0 0 0 0 11 12 2 0 0 0 0 11 19 1 0 0 0 0 12 13 1 0 0 0 0 13 21 1 6 0 0 0 14 23 1 1 0 0 0 14 31 1 0 0 0 0 15 25 2 0 0 0 0 15 26 1 0 0 0 0 16 27 2 0 0 0 0 16 30 1 0 0 0 0 17 18 1 0 0 0 0 17 22 1 1 0 0 0 17 32 1 0 0 0 0 18 24 1 1 0 0 0 18 33 1 0 0 0 0 19 28 2 0 0 0 0 19 29 1 0 0 0 0 20 22 1 6 0 0 0 20 23 1 0 0 0 0 20 30 1 0 0 0 0 22 10 1 6 0 0 0 22 32 1 0 0 0 0 23 24 1 6 0 0 0 23 31 1 0 0 0 0 24 21 1 1 0 0 0 24 33 1 0 0 0 0 26 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002276
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56841561
ChEBI
CAS Number

Drug Properties

Molecular Weight	460.17
ALogP	-0.6882
MLogP	3.11
XLogP	0.103
HDA	9
HBD	1
Rotatable Bonds	10
TPSA	127.49
RO5 Violation	0