NPASS drugs

Drug Information

Drug ID:	NPD9653
Drug Name:
Molecular Formula:	C9H16N2O6
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)N1CCC(N=C1O)O
Standard InCHI:	InChI=1S/C9H16N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h4-8,12-15H,1-3H2,(H,10,16)/t4-,5?,6-,7-,8-/m1/s1
Standard InCHIKey:	UCKYOOZPSJFJIZ-XVKVHKPRSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD9653

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	129
0.1-0.2	11959
0.2-0.3	15357
0.3-0.4	2656
0.4-0.5	579
0.5-0.6	134
0.6-0.7	62
0.7-0.8	12
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	NPC315806
Intermediate Similarity	0.8026	NPC329077
Intermediate Similarity	0.7711	NPC62927
Intermediate Similarity	0.7711	NPC190334
Intermediate Similarity	0.7619	NPC328806
Intermediate Similarity	0.7468	NPC325902
Intermediate Similarity	0.7349	NPC229249
Intermediate Similarity	0.7143	NPC328779
Intermediate Similarity	0.7111	NPC280946
Intermediate Similarity	0.7111	NPC226769
Intermediate Similarity	0.7111	NPC6166
Intermediate Similarity	0.7033	NPC90240
Intermediate Similarity	0.7033	NPC120887
Intermediate Similarity	0.7	NPC293551
Remote Similarity	0.6989	NPC328914
Remote Similarity	0.6977	NPC43246
Remote Similarity	0.6977	NPC89051
Remote Similarity	0.6897	NPC210456
Remote Similarity	0.6897	NPC163352
Remote Similarity	0.686	NPC325723
Remote Similarity	0.6813	NPC329384
Remote Similarity	0.6742	NPC315063
Remote Similarity	0.6714	NPC275727
Remote Similarity	0.6628	NPC106780
Remote Similarity	0.6552	NPC71339
Remote Similarity	0.6552	NPC112842
Remote Similarity	0.6538	NPC126664
Remote Similarity	0.6538	NPC34291
Remote Similarity	0.6538	NPC316445
Remote Similarity	0.6512	NPC319753
Remote Similarity	0.6452	NPC36985
Remote Similarity	0.6452	NPC17892
Remote Similarity	0.6429	NPC314772
Remote Similarity	0.6429	NPC314968
Remote Similarity	0.6383	NPC283698
Remote Similarity	0.6383	NPC317639
Remote Similarity	0.6383	NPC73765
Remote Similarity	0.6374	NPC171116
Remote Similarity	0.6364	NPC239705
Remote Similarity	0.6364	NPC233034
Remote Similarity	0.6364	NPC314413
Remote Similarity	0.6364	NPC314398
Remote Similarity	0.6329	NPC474469
Remote Similarity	0.63	NPC92874
Remote Similarity	0.63	NPC189854
Remote Similarity	0.63	NPC62845
Remote Similarity	0.63	NPC166242
Remote Similarity	0.63	NPC322449
Remote Similarity	0.625	NPC475715
Remote Similarity	0.625	NPC475127
Remote Similarity	0.625	NPC473419
Remote Similarity	0.6238	NPC10897
Remote Similarity	0.6238	NPC325900
Remote Similarity	0.6234	NPC163134
Remote Similarity	0.6234	NPC471419
Remote Similarity	0.6203	NPC184150
Remote Similarity	0.6203	NPC141156
Remote Similarity	0.6196	NPC109188
Remote Similarity	0.6173	NPC163538
Remote Similarity	0.6173	NPC115800
Remote Similarity	0.6133	NPC170172
Remote Similarity	0.6129	NPC324390
Remote Similarity	0.6125	NPC254617
Remote Similarity	0.6125	NPC74555
Remote Similarity	0.6125	NPC171850
Remote Similarity	0.6125	NPC306763
Remote Similarity	0.6125	NPC266242
Remote Similarity	0.6105	NPC324516
Remote Similarity	0.6105	NPC318166
Remote Similarity	0.6076	NPC12514
Remote Similarity	0.6076	NPC294883
Remote Similarity	0.6064	NPC322594
Remote Similarity	0.6064	NPC327344
Remote Similarity	0.6064	NPC320249
Remote Similarity	0.6	NPC470782
Remote Similarity	0.6	NPC59221
Remote Similarity	0.5952	NPC126186
Remote Similarity	0.5922	NPC329277
Remote Similarity	0.5918	NPC313821
Remote Similarity	0.5915	NPC224624
Remote Similarity	0.5909	NPC100204
Remote Similarity	0.5909	NPC83248
Remote Similarity	0.5867	NPC65832
Remote Similarity	0.5867	NPC10262
Remote Similarity	0.5867	NPC311668
Remote Similarity	0.581	NPC155087
Remote Similarity	0.581	NPC149843
Remote Similarity	0.5795	NPC150557
Remote Similarity	0.5783	NPC475694
Remote Similarity	0.5783	NPC327486
Remote Similarity	0.5783	NPC223174
Remote Similarity	0.5783	NPC327753
Remote Similarity	0.5783	NPC473710
Remote Similarity	0.5769	NPC62507
Remote Similarity	0.5769	NPC8087
Remote Similarity	0.5741	NPC478024
Remote Similarity	0.5732	NPC471418
Remote Similarity	0.5727	NPC313813
Remote Similarity	0.5714	NPC137554
Remote Similarity	0.5714	NPC299603
Remote Similarity	0.5714	NPC471421
Remote Similarity	0.5714	NPC285014
Remote Similarity	0.5714	NPC233364
Remote Similarity	0.5714	NPC255535
Remote Similarity	0.5714	NPC165119
Remote Similarity	0.5714	NPC28959
Remote Similarity	0.5696	NPC22774
Remote Similarity	0.5696	NPC2432
Remote Similarity	0.5696	NPC69669
Remote Similarity	0.5696	NPC306462
Remote Similarity	0.5696	NPC218150
Remote Similarity	0.5696	NPC150680
Remote Similarity	0.5679	NPC77191
Remote Similarity	0.5679	NPC101746
Remote Similarity	0.5679	NPC116377
Remote Similarity	0.5679	NPC315980
Remote Similarity	0.5679	NPC69798
Remote Similarity	0.5679	NPC473952
Remote Similarity	0.5667	NPC470783
Remote Similarity	0.5667	NPC471420
Remote Similarity	0.5663	NPC268922
Remote Similarity	0.5647	NPC474468
Remote Similarity	0.5618	NPC316807
Remote Similarity	0.5618	NPC98750
Remote Similarity	0.5604	NPC81006

Drug Structure

NPD9653 OpenBabel08211713452D 22 23 0 0 1 0 0 0 0 0999 V2000 1.7321 0.0000 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 -3.4432 0.7319 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 1.7321 -1.0000 0.0000 C 0 0 3 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 0.0000 -1.0000 0.0000 C 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 2.5981 -1.5000 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 -3.6243 2.4544 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 -1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 5 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 3 1 6 0 0 0 4 6 1 0 0 0 0 4 17 1 0 0 0 0 5 10 1 0 0 0 0 5 13 1 0 0 0 0 6 7 1 0 0 0 0 6 14 1 1 0 0 0 7 8 1 0 0 0 0 7 15 1 1 0 0 0 8 11 1 6 0 0 0 8 17 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 9 16 1 0 0 0 0 12 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	DIB001633
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	29243
ChEBI
CAS Number

Drug Properties

Molecular Weight	248.10
ALogP	-2.7765
MLogP	1.57
XLogP	-0.992
HDA	8
HBD	5
Rotatable Bonds	7
TPSA	125.98
RO5 Violation	0