NPASS drugs

Drug Information

Drug ID:	NPD353
Drug Name:	ICA-1
Molecular Formula:	C10H17N4O7P
Canonical SMILES:	O[C@@H]1[C@H](O)[C@H](C[C@H]1n1cnc(c1N)C(=N)O)COP(=O)(O)O
Standard InCHI:	InChI=1S/C10H17N4O7P/c11-9-6(10(12)17)13-3-14(9)5-1-4(7(15)8(5)16)2-21-22(18,19)20/h3-5,7-8,15-16H,1-2,11H2,(H2,12,17)(H2,18,19,20)/t4-,5-,7-,8+/m1/s1
Standard InCHIKey:	VFGPDCAAUMRRSL-APOSLCTFSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD353

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	267
0.1-0.2	14781
0.2-0.3	12148
0.3-0.4	3179
0.4-0.5	361
0.5-0.6	76
0.6-0.7	43
0.7-0.8	24
0.8-0.85	11
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
Intermediate Similarity	0.8333	NPC30326
Intermediate Similarity	0.8129	NPC93365
Intermediate Similarity	0.8067	NPC64705
Intermediate Similarity	0.8067	NPC232408
Intermediate Similarity	0.8054	NPC211820
Intermediate Similarity	0.8054	NPC251233
Intermediate Similarity	0.8041	NPC186619
Intermediate Similarity	0.8	NPC274384
Intermediate Similarity	0.8	NPC89147
Intermediate Similarity	0.8	NPC317746
Intermediate Similarity	0.8	NPC177169
Intermediate Similarity	0.7933	NPC318590
Intermediate Similarity	0.7703	NPC61198
Intermediate Similarity	0.7635	NPC262926
Intermediate Similarity	0.745	NPC319221
Intermediate Similarity	0.7383	NPC324009
Intermediate Similarity	0.7378	NPC14590
Intermediate Similarity	0.729	NPC315642
Intermediate Similarity	0.729	NPC74306
Intermediate Similarity	0.725	NPC185991
Intermediate Similarity	0.725	NPC85689
Intermediate Similarity	0.725	NPC211025
Intermediate Similarity	0.7237	NPC320818
Intermediate Similarity	0.7222	NPC174802
Intermediate Similarity	0.7205	NPC321814
Intermediate Similarity	0.7188	NPC326694
Intermediate Similarity	0.716	NPC164952
Intermediate Similarity	0.716	NPC130586
Intermediate Similarity	0.716	NPC212551
Intermediate Similarity	0.716	NPC302778
Intermediate Similarity	0.7134	NPC226245
Intermediate Similarity	0.7073	NPC224076
Intermediate Similarity	0.7063	NPC121222
Intermediate Similarity	0.7037	NPC161224
Intermediate Similarity	0.703	NPC316618
Remote Similarity	0.6941	NPC261595
Remote Similarity	0.6923	NPC323091
Remote Similarity	0.6918	NPC327579
Remote Similarity	0.6901	NPC321458
Remote Similarity	0.6901	NPC324033
Remote Similarity	0.6875	NPC21448
Remote Similarity	0.6875	NPC107374
Remote Similarity	0.6875	NPC156461
Remote Similarity	0.6857	NPC189261
Remote Similarity	0.6832	NPC164665
Remote Similarity	0.6832	NPC189068
Remote Similarity	0.679	NPC309832
Remote Similarity	0.679	NPC219313
Remote Similarity	0.679	NPC269827
Remote Similarity	0.675	NPC229974
Remote Similarity	0.6627	NPC54320
Remote Similarity	0.6627	NPC313754
Remote Similarity	0.6627	NPC311197
Remote Similarity	0.6627	NPC239737
Remote Similarity	0.6625	NPC161659
Remote Similarity	0.6625	NPC209525
Remote Similarity	0.661	NPC326529
Remote Similarity	0.6587	NPC472816
Remote Similarity	0.6573	NPC319100
Remote Similarity	0.6573	NPC324198
Remote Similarity	0.6568	NPC52238
Remote Similarity	0.6562	NPC129756
Remote Similarity	0.6543	NPC314152
Remote Similarity	0.6522	NPC317821
Remote Similarity	0.6517	NPC313897
Remote Similarity	0.6488	NPC321052
Remote Similarity	0.6477	NPC326082
Remote Similarity	0.6467	NPC150853
Remote Similarity	0.6398	NPC33996
Remote Similarity	0.6391	NPC207633
Remote Similarity	0.6351	NPC313547
Remote Similarity	0.6292	NPC290959
Remote Similarity	0.6213	NPC136349
Remote Similarity	0.6207	NPC195140
Remote Similarity	0.6199	NPC328479
Remote Similarity	0.6034	NPC324484
Remote Similarity	0.6	NPC313514
Remote Similarity	0.6	NPC325906
Remote Similarity	0.5986	NPC119133
Remote Similarity	0.5972	NPC293163
Remote Similarity	0.585	NPC59314
Remote Similarity	0.5842	NPC24589
Remote Similarity	0.5833	NPC282458
Remote Similarity	0.5833	NPC78941
Remote Similarity	0.576	NPC21461
Remote Similarity	0.5752	NPC41958
Remote Similarity	0.5743	NPC10466
Remote Similarity	0.573	NPC222174
Remote Similarity	0.5694	NPC107160
Remote Similarity	0.5665	NPC157821
Remote Similarity	0.566	NPC250178
Remote Similarity	0.5644	NPC276373
Remote Similarity	0.5616	NPC5802

Drug Structure

NPD353 OpenBabel08201723122D 30 31 0 0 1 0 0 0 0 0999 V2000 3.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7989 -1.6448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0388 -1.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7989 -3.2628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 -0.0570 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0388 -0.3660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8479 -2.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1079 -4.2139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 -3.5416 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4388 -4.9570 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3867 -2.4538 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 -1.9538 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7788 0.8940 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 0.2218 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0861 -4.4218 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 3.1253 -3.1349 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1434 -4.5361 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7478 -5.9081 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4479 1.6372 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7614 -0.1850 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3951 -5.3729 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 21 1 0 0 0 0 3 13 2 0 0 0 0 3 14 1 0 0 0 0 4 2 1 6 0 0 0 4 7 1 0 0 0 0 5 1 1 6 0 0 0 5 8 1 0 0 0 0 5 14 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 6 13 1 0 0 0 0 7 8 1 0 0 0 0 7 15 1 1 0 0 0 8 16 1 1 0 0 0 9 11 1 0 0 0 0 9 14 1 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 23 1 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 17 28 1 0 0 0 0 18 22 1 0 0 0 0 18 29 1 0 0 0 0 19 22 1 0 0 0 0 19 30 1 0 0 0 0 20 22 2 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016412
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	336.08
ALogP	-2.3251
MLogP	1.24
XLogP	-2.376
HDA	11
HBD	7
Rotatable Bonds	11
TPSA	204.95
RO5 Violation	2