NPASS drugs

Drug Information

Drug ID:	NPD3491
Drug Name:
Molecular Formula:	C19H22N8O6S2
Canonical SMILES:	OCC[n+]1c(N)ccn1CC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)N=C(/C(=N/OC)/c1csc(=N)[nH]1)[O-]
Standard InCHI:	"InChI=1S/C19H22N8O6S2/c1-33-24-12(10-8-35-19(21)22-10)15(29)23-13-16(30)27-14(18(31)32)9(7-34-17(13)27)6-25-3-2-11(20)26(25)4-5-28/h2-3,8,13,17,20,28H,4-7H2,1H3,(H4,21,22,23,29,31,32)/b24-12+/t13-,17-/m1/s1"
Standard InCHIKey:	BHXLLRXDAYEMPP-AKZFGVKSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3491

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	103326
0.1-0.2	108303
0.2-0.3	102
0.3-0.4	5
0.4-0.5	3
0.5-0.6	0
0.6-0.7	1
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	0.6277	NPC483027

Drug Structure

NPD3491 OpenBabel08211703112D 41 44 0 0 1 0 0 0 0 0999 V2000 0.7765 1.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5856 1.3849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5366 1.6939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6749 -0.8529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0468 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6730 -1.4483 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 -1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2548 0.6577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0413 -0.2319 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8841 1.4348 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2561 0.7100 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2247 0.2247 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.3776 0.4067 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7445 2.6720 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 -2.1554 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4836 1.1907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.5136 -0.3082 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -7.6291 -1.0409 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4480 0.6817 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5257 2.3684 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7115 1.5487 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0014 3.3412 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 33 1 0 0 0 0 2 3 2 0 0 0 0 2 11 1 0 0 0 0 3 25 1 0 0 0 0 4 5 1 0 0 0 0 4 26 1 0 0 0 0 5 28 1 0 0 0 0 6 9 1 0 0 0 0 6 25 1 0 0 0 0 7 9 1 0 0 0 0 7 34 1 0 0 0 0 8 10 2 0 0 0 0 8 35 1 0 0 0 0 9 14 2 0 0 0 0 10 12 1 0 0 0 0 10 22 1 0 0 0 0 11 20 1 0 0 0 0 11 26 2 0 0 0 0 12 15 1 0 0 0 0 12 24 2 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 13 23 1 1 0 0 0 14 18 1 0 0 0 0 14 27 1 0 0 0 0 15 23 2 3 0 0 0 15 29 1 0 0 0 0 16 27 1 0 0 0 0 16 30 2 0 0 0 0 17 27 1 0 0 0 0 17 34 1 1 0 0 0 18 31 2 0 0 0 0 18 32 1 0 0 0 0 19 21 2 0 0 0 0 19 22 1 0 0 0 0 19 35 1 0 0 0 0 20 36 1 0 0 0 0 20 37 1 0 0 0 0 21 38 1 0 0 0 0 22 39 1 0 0 0 0 24 33 1 0 0 0 0 25 26 1 0 0 0 0 28 40 1 0 0 0 0 32 41 1 0 0 0 0 M CHG 2 26 1 29 -1 M END $$$$

External Identifiers

TTD	DNAP001395
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9589475
ChEBI
CAS Number

Drug Properties

Molecular Weight	522.11
ALogP	-3.8624
MLogP	1.79
XLogP	-2.93
HDA	11
HBD	5
Rotatable Bonds	14
TPSA	256.16
RO5 Violation	1