NPASS drugs

Drug Information

Drug ID:	NPD9407
Drug Name:	Azacitidine
Molecular Formula:	C8H12N4O5
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc(=N)nc1O
Standard InCHI:	InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1
Standard InCHIKey:	NMUSYJAQQFHJEW-KVTDHHQDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD9407

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	142
0.1-0.2	13714
0.2-0.3	14381
0.3-0.4	1978
0.4-0.5	468
0.5-0.6	155
0.6-0.7	38
0.7-0.8	10
0.8-0.85	3
0.85-0.9	1
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
High Similarity	0.8889	NPC315806
Intermediate Similarity	0.8171	NPC190334
Intermediate Similarity	0.8171	NPC62927
Intermediate Similarity	0.8072	NPC328806
Intermediate Similarity	0.7805	NPC229249
Intermediate Similarity	0.7595	NPC329077
Intermediate Similarity	0.7528	NPC6166
Intermediate Similarity	0.7528	NPC280946
Intermediate Similarity	0.7528	NPC226769
Intermediate Similarity	0.7444	NPC90240
Intermediate Similarity	0.7444	NPC120887
Intermediate Similarity	0.7391	NPC328914
Intermediate Similarity	0.7363	NPC328779
Intermediate Similarity	0.7033	NPC329384
Remote Similarity	0.6867	NPC325902
Remote Similarity	0.6818	NPC43246
Remote Similarity	0.6818	NPC89051
Remote Similarity	0.6742	NPC210456
Remote Similarity	0.6742	NPC163352
Remote Similarity	0.6593	NPC315063
Remote Similarity	0.6575	NPC293551
Remote Similarity	0.6477	NPC106780
Remote Similarity	0.6404	NPC71339
Remote Similarity	0.6404	NPC112842
Remote Similarity	0.64	NPC239705
Remote Similarity	0.64	NPC314413
Remote Similarity	0.64	NPC314398
Remote Similarity	0.6375	NPC316445
Remote Similarity	0.6364	NPC319753
Remote Similarity	0.6337	NPC62845
Remote Similarity	0.6337	NPC166242
Remote Similarity	0.6337	NPC92874
Remote Similarity	0.6337	NPC322449
Remote Similarity	0.6337	NPC189854
Remote Similarity	0.6333	NPC325723
Remote Similarity	0.6316	NPC17892
Remote Similarity	0.6316	NPC36985
Remote Similarity	0.6301	NPC275727
Remote Similarity	0.6279	NPC314968
Remote Similarity	0.6279	NPC314772
Remote Similarity	0.6275	NPC10897
Remote Similarity	0.6275	NPC325900
Remote Similarity	0.625	NPC283698
Remote Similarity	0.625	NPC73765
Remote Similarity	0.625	NPC317639
Remote Similarity	0.6173	NPC34291
Remote Similarity	0.6173	NPC126664
Remote Similarity	0.6064	NPC109188
Remote Similarity	0.6064	NPC171116
Remote Similarity	0.6055	NPC313813
Remote Similarity	0.6	NPC324390
Remote Similarity	0.6	NPC233034
Remote Similarity	0.5938	NPC320249
Remote Similarity	0.5938	NPC322594
Remote Similarity	0.5938	NPC327344
Remote Similarity	0.5921	NPC311668
Remote Similarity	0.5921	NPC10262
Remote Similarity	0.5921	NPC65832
Remote Similarity	0.5823	NPC62507
Remote Similarity	0.5823	NPC8087
Remote Similarity	0.5816	NPC324516
Remote Similarity	0.5816	NPC318166
Remote Similarity	0.581	NPC329277
Remote Similarity	0.5783	NPC474469
Remote Similarity	0.5783	NPC171850
Remote Similarity	0.5778	NPC100204
Remote Similarity	0.5778	NPC83248
Remote Similarity	0.5769	NPC170172
Remote Similarity	0.5765	NPC285014
Remote Similarity	0.5765	NPC299603
Remote Similarity	0.5765	NPC255535
Remote Similarity	0.5765	NPC137554
Remote Similarity	0.5765	NPC28959
Remote Similarity	0.5753	NPC224624
Remote Similarity	0.575	NPC306462
Remote Similarity	0.575	NPC22774
Remote Similarity	0.575	NPC218150
Remote Similarity	0.575	NPC2432
Remote Similarity	0.575	NPC69669
Remote Similarity	0.575	NPC150680
Remote Similarity	0.5741	NPC57436
Remote Similarity	0.5741	NPC121479
Remote Similarity	0.5732	NPC294883
Remote Similarity	0.5732	NPC69798
Remote Similarity	0.5732	NPC315980
Remote Similarity	0.5732	NPC116377
Remote Similarity	0.5732	NPC101746
Remote Similarity	0.5732	NPC473952
Remote Similarity	0.5732	NPC77191
Remote Similarity	0.5732	NPC12514
Remote Similarity	0.5714	NPC473419
Remote Similarity	0.5714	NPC475715
Remote Similarity	0.5714	NPC475127
Remote Similarity	0.5682	NPC470782
Remote Similarity	0.5679	NPC471419
Remote Similarity	0.5679	NPC163134
Remote Similarity	0.5663	NPC141156
Remote Similarity	0.5663	NPC184150
Remote Similarity	0.5652	NPC242077
Remote Similarity	0.5647	NPC327753
Remote Similarity	0.5647	NPC327486
Remote Similarity	0.5647	NPC163538
Remote Similarity	0.5647	NPC115800
Remote Similarity	0.5647	NPC475694
Remote Similarity	0.5647	NPC223174
Remote Similarity	0.5647	NPC473710
Remote Similarity	0.5632	NPC126186
Remote Similarity	0.5625	NPC57846
Remote Similarity	0.5625	NPC474014
Remote Similarity	0.5625	NPC30126
Remote Similarity	0.561	NPC223386
Remote Similarity	0.561	NPC471780
Remote Similarity	0.561	NPC471892
Remote Similarity	0.561	NPC142290
Remote Similarity	0.561	NPC198341
Remote Similarity	0.561	NPC75435
Remote Similarity	0.561	NPC474928

Drug Structure

NPD9407 OpenBabel08211713352D 22 23 0 0 1 0 0 0 0 0999 V2000 3.4432 -0.7319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.8364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9487 -1.7024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 4.0310 -1.5409 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3554 -2.6160 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2274 -2.1637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6243 -2.4544 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7677 -3.4250 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4353 -3.1418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 10 2 0 0 0 0 2 12 1 0 0 0 0 3 1 1 6 0 0 0 3 4 1 0 0 0 0 3 17 1 0 0 0 0 4 5 1 0 0 0 0 4 14 1 1 0 0 0 5 6 1 0 0 0 0 5 15 1 1 0 0 0 6 12 1 6 0 0 0 6 17 1 0 0 0 0 7 9 2 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 8 16 1 0 0 0 0 9 18 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000640
DrugBank	DB00928
ChEMBL	CHEMBL1489
IUPHAR/BPS	6796
PharmaGKB	PA451996
KEGG Drug	D03021
PubChem CID	9444
ChEBI	2038
CAS Number	320-67-2

Drug Properties

Molecular Weight	244.08
ALogP	-2.3904
MLogP	1.35
XLogP	-1.305
HDA	9
HBD	5
Rotatable Bonds	6
TPSA	141.96
RO5 Violation	0