NPASS drugs

Drug Information

Drug ID:	NPD2153
Drug Name:
Molecular Formula:	C16H21N7O7S3
Canonical SMILES:	CO[C@@]1(N=C(CSCC(C(=O)O)N)[O-])C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C
Standard InCHI:	InChI=1S/C16H21N7O7S3/c1-22-15(19-20-21-22)33-4-7-3-32-14-16(30-2,13(29)23(14)10(7)12(27)28)18-9(24)6-31-5-8(17)11(25)26/h8,14H,3-6,17H2,1-2H3,(H,18,24)(H,25,26)(H,27,28)/p-1/t8?,14-,16+/m1/s1
Standard InCHIKey:	JSDXOWVAHXDYCU-MQWBZMFZSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2153

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	114
0.1-0.2	15794
0.2-0.3	12850
0.3-0.4	1890
0.4-0.5	236
0.5-0.6	4
0.6-0.7	2
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 Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.6567	NPC288109
Remote Similarity	0.6532	NPC144780
Remote Similarity	0.5692	NPC117829

Drug Structure

NPD2153 OpenBabel08211701392D 37 39 0 0 1 0 0 0 0 0999 V2000 4.6637 3.8255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2247 -1.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3120 0.6378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6390 0.1895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0191 1.3449 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6730 0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9850 1.0860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 1.8660 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 0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0000 4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.7603 2.3108 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9659 -0.2588 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5933 5.3776 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3364 6.0468 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2024 5.5468 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9945 4.5686 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4142 1.4142 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -6.2438 0.1201 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6921 1.7932 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 2.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2588 -0.9659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 0.8966 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.8660 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 3.5981 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.4674 3.0179 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7944 2.5696 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6581 1.5343 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 2.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 30 1 0 0 0 0 3 7 1 0 0 0 0 3 32 1 0 0 0 0 4 7 1 0 0 0 0 4 33 1 0 0 0 0 5 8 1 0 0 0 0 5 31 1 0 0 0 0 6 9 1 0 0 0 0 6 31 1 0 0 0 0 7 10 2 0 0 0 0 8 11 1 0 0 0 0 8 17 1 0 0 0 0 9 18 2 3 0 0 0 9 24 1 0 0 0 0 10 12 1 0 0 0 0 10 23 1 0 0 0 0 11 25 2 0 0 0 0 11 26 1 0 0 0 0 12 27 2 0 0 0 0 12 28 1 0 0 0 0 13 16 1 0 0 0 0 13 23 1 0 0 0 0 13 29 2 0 0 0 0 14 16 1 1 0 0 0 14 23 1 0 0 0 0 14 32 1 0 0 0 0 15 19 2 0 0 0 0 15 22 1 0 0 0 0 15 33 1 0 0 0 0 16 18 1 1 0 0 0 16 30 1 0 0 0 0 17 34 1 0 0 0 0 17 35 1 0 0 0 0 19 20 1 0 0 0 0 20 21 2 0 0 0 0 21 22 1 0 0 0 0 26 36 1 0 0 0 0 28 37 1 0 0 0 0 M CHG 1 24 -1 M END $$$$

External Identifiers

TTD	DNAP001509
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23674734
ChEBI
CAS Number

Drug Properties

Molecular Weight	518.06
ALogP	-1.1347
MLogP	1.35
XLogP	-4.008
HDA	14
HBD	3
Rotatable Bonds	17
TPSA	285.08
RO5 Violation	2