NPASS drugs

Drug Information

Drug ID:	NPD582
Drug Name:	Pentostatin
Molecular Formula:	C11H16N4O4
Canonical SMILES:	OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1NC=NC[C@H]2O
Standard InCHI:	InChI=1S/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2-12-4-13-11(10)15/h4-9,16-18H,1-3H2,(H,12,13)/t6-,7+,8+,9+/m0/s1
Standard InCHIKey:	FPVKHBSQESCIEP-JQCXWYLXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD582

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	310
0.1-0.2	19428
0.2-0.3	7437
0.3-0.4	3033
0.4-0.5	485
0.5-0.6	89
0.6-0.7	42
0.7-0.8	48
0.8-0.85	14
0.85-0.9	2
0.9-0.95	0
0.95-1	2

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
High Similarity	1.0	NPC315642
High Similarity	1.0	NPC74306
High Similarity	0.8741	NPC262926
High Similarity	0.8676	NPC61198
Intermediate Similarity	0.8456	NPC324009
Intermediate Similarity	0.8417	NPC30326
Intermediate Similarity	0.8394	NPC319221
Intermediate Similarity	0.8369	NPC186619
Intermediate Similarity	0.8322	NPC317746
Intermediate Similarity	0.8264	NPC64705
Intermediate Similarity	0.8264	NPC232408
Intermediate Similarity	0.8252	NPC211820
Intermediate Similarity	0.8252	NPC251233
Intermediate Similarity	0.8252	NPC318590
Intermediate Similarity	0.8194	NPC177169
Intermediate Similarity	0.8194	NPC89147
Intermediate Similarity	0.8194	NPC274384
Intermediate Similarity	0.8143	NPC320818
Intermediate Similarity	0.7704	NPC327579
Intermediate Similarity	0.7703	NPC107374
Intermediate Similarity	0.7703	NPC21448
Intermediate Similarity	0.7703	NPC156461
Intermediate Similarity	0.7651	NPC164665
Intermediate Similarity	0.7651	NPC189068
Intermediate Similarity	0.76	NPC309832
Intermediate Similarity	0.76	NPC269827
Intermediate Similarity	0.76	NPC219313
Intermediate Similarity	0.7568	NPC229974
Intermediate Similarity	0.7551	NPC209525
Intermediate Similarity	0.7551	NPC161659
Intermediate Similarity	0.7532	NPC14590
Intermediate Similarity	0.75	NPC239737
Intermediate Similarity	0.7468	NPC321052
Intermediate Similarity	0.7451	NPC150853
Intermediate Similarity	0.7451	NPC326694
Intermediate Similarity	0.745	NPC314152
Intermediate Similarity	0.7436	NPC52238
Intermediate Similarity	0.7432	NPC317821
Intermediate Similarity	0.7403	NPC85689
Intermediate Similarity	0.7403	NPC185991
Intermediate Similarity	0.7403	NPC211025
Intermediate Similarity	0.7389	NPC54320
Intermediate Similarity	0.7389	NPC311197
Intermediate Similarity	0.7389	NPC313754
Intermediate Similarity	0.7372	NPC174802
Intermediate Similarity	0.7355	NPC321814
Intermediate Similarity	0.7355	NPC472816
Intermediate Similarity	0.732	NPC121222
Intermediate Similarity	0.7308	NPC130586
Intermediate Similarity	0.7308	NPC212551
Intermediate Similarity	0.7308	NPC302778
Intermediate Similarity	0.7308	NPC164952
Intermediate Similarity	0.729	NPC161224
Intermediate Similarity	0.7278	NPC226245
Intermediate Similarity	0.7244	NPC207633
Intermediate Similarity	0.7215	NPC224076
Intermediate Similarity	0.7206	NPC313547
Intermediate Similarity	0.717	NPC316618
Intermediate Similarity	0.7134	NPC328479
Intermediate Similarity	0.7073	NPC261595
Intermediate Similarity	0.7055	NPC323091
Intermediate Similarity	0.7051	NPC136349
Intermediate Similarity	0.703	NPC321458
Intermediate Similarity	0.703	NPC324033
Intermediate Similarity	0.702	NPC129756
Intermediate Similarity	0.7019	NPC195140
Remote Similarity	0.6882	NPC189261
Remote Similarity	0.6807	NPC324484
Remote Similarity	0.6786	NPC290959
Remote Similarity	0.6766	NPC325906
Remote Similarity	0.6735	NPC180462
Remote Similarity	0.6732	NPC33996
Remote Similarity	0.6725	NPC326529
Remote Similarity	0.6686	NPC319100
Remote Similarity	0.6686	NPC324198
Remote Similarity	0.6686	NPC326082
Remote Similarity	0.6647	NPC222174
Remote Similarity	0.6629	NPC313514
Remote Similarity	0.6628	NPC313897
Remote Similarity	0.6581	NPC210947
Remote Similarity	0.6545	NPC93365
Remote Similarity	0.6529	NPC168702
Remote Similarity	0.6529	NPC125659
Remote Similarity	0.6524	NPC60537
Remote Similarity	0.6471	NPC33382
Remote Similarity	0.6444	NPC293163
Remote Similarity	0.6375	NPC174020
Remote Similarity	0.6369	NPC470139
Remote Similarity	0.6364	NPC327613
Remote Similarity	0.6335	NPC327477
Remote Similarity	0.6329	NPC185903
Remote Similarity	0.6329	NPC286696
Remote Similarity	0.6323	NPC126634
Remote Similarity	0.6304	NPC59314
Remote Similarity	0.6282	NPC470140
Remote Similarity	0.6214	NPC119133
Remote Similarity	0.62	NPC250178
Remote Similarity	0.6188	NPC24589
Remote Similarity	0.6181	NPC41958
Remote Similarity	0.6175	NPC282458
Remote Similarity	0.6175	NPC78941
Remote Similarity	0.6139	NPC470141
Remote Similarity	0.6139	NPC18223
Remote Similarity	0.6139	NPC237812
Remote Similarity	0.6062	NPC103388
Remote Similarity	0.6047	NPC321393
Remote Similarity	0.6026	NPC470138
Remote Similarity	0.6026	NPC235501
Remote Similarity	0.599	NPC107160
Remote Similarity	0.5986	NPC63433
Remote Similarity	0.5981	NPC21461
Remote Similarity	0.5957	NPC10466
Remote Similarity	0.5957	NPC201900
Remote Similarity	0.5929	NPC326248
Remote Similarity	0.5929	NPC187191
Remote Similarity	0.5924	NPC25465
Remote Similarity	0.5897	NPC157821
Remote Similarity	0.5887	NPC273327
Remote Similarity	0.5876	NPC276373
Remote Similarity	0.5873	NPC313504
Remote Similarity	0.5855	NPC470142
Remote Similarity	0.5846	NPC5802
Remote Similarity	0.5829	NPC160666
Remote Similarity	0.5779	NPC109322
Remote Similarity	0.5764	NPC155498
Remote Similarity	0.5758	NPC8590
Remote Similarity	0.5742	NPC15566
Remote Similarity	0.5734	NPC111132
Remote Similarity	0.5714	NPC320256
Remote Similarity	0.5687	NPC57279
Remote Similarity	0.5602	NPC158055

Drug Structure

NPD582 OpenBabel08201723202D 23 25 0 0 1 0 0 0 0 0999 V2000 -0.9928 -1.4798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1481 -0.5883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4538 -0.6803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9224 -1.9092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1194 0.9928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9740 -1.6731 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5847 0.2380 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4609 -0.7997 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8734 -0.4870 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5875 0.3127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9074 -0.4204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8533 -1.5438 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0564 -1.4092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1005 1.1861 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0536 -1.4804 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3943 -2.5805 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0847 1.1040 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7808 -0.0666 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2302 -1.9725 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0465 -1.3610 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3903 -2.6701 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0847 1.1040 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 2 12 1 0 0 0 0 3 16 1 0 0 0 0 4 12 2 0 0 0 0 4 13 1 0 0 0 0 5 14 2 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 17 1 6 0 0 0 7 10 1 0 0 0 0 7 18 1 6 0 0 0 8 3 1 1 0 0 0 8 19 1 0 0 0 0 9 1 1 1 0 0 0 9 15 1 0 0 0 0 9 19 1 0 0 0 0 10 11 2 0 0 0 0 10 14 1 0 0 0 0 11 13 1 0 0 0 0 11 15 1 0 0 0 0 13 20 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000566
DrugBank	DB00552
ChEMBL	CHEMBL1580
IUPHAR/BPS	4805
PharmaGKB	PA450863
KEGG Drug	D00155
PubChem CID	439693
ChEBI
CAS Number	53910-25-1

Drug Properties

Molecular Weight	268.12
ALogP	-2.5753
MLogP	1.79
XLogP	-1.481
HDA	8
HBD	4
Rotatable Bonds	5
TPSA	112.13
RO5 Violation	0