NPASS drugs

Drug Information

Drug ID:	NPD3130
Drug Name:	RX-77368
Molecular Formula:	C18H26N6O4
Canonical SMILES:	OC(=N)[C@H]1N(CCC1(C)C)C(=O)[C@H](Cc1cnc[nH]1)N=C([C@@H]1CCC(=N1)O)O
Standard InCHI:	InChI=1S/C18H26N6O4/c1-18(2)5-6-24(14(18)15(19)26)17(28)12(7-10-8-20-9-21-10)23-16(27)11-3-4-13(25)22-11/h8-9,11-12,14H,3-7H2,1-2H3,(H2,19,26)(H,20,21)(H,22,25)(H,23,27)/t11-,12-,14+/m0/s1
Standard InCHIKey:	ZEQAPQNFHVYDEL-SGMGOOAPSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3130

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	198
0.1-0.2	17506
0.2-0.3	8771
0.3-0.4	2364
0.4-0.5	1592
0.5-0.6	402
0.6-0.7	37
0.7-0.8	13
0.8-0.85	6
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	0.9592	NPC60537
Intermediate Similarity	0.8421	NPC327477
Intermediate Similarity	0.8333	NPC286696
Intermediate Similarity	0.8212	NPC185903
Intermediate Similarity	0.8133	NPC237812
Intermediate Similarity	0.8133	NPC18223
Intermediate Similarity	0.8026	NPC210947
Intermediate Similarity	0.7881	NPC126634
Intermediate Similarity	0.78	NPC235501
Intermediate Similarity	0.7566	NPC25465
Intermediate Similarity	0.7533	NPC180462
Intermediate Similarity	0.7484	NPC470140
Intermediate Similarity	0.7452	NPC470139
Intermediate Similarity	0.7338	NPC470138
Intermediate Similarity	0.7222	NPC174020
Intermediate Similarity	0.7121	NPC238945
Intermediate Similarity	0.7088	NPC477118
Intermediate Similarity	0.7049	NPC477120
Intermediate Similarity	0.7043	NPC201900
Intermediate Similarity	0.7039	NPC477119
Remote Similarity	0.6959	NPC327613
Remote Similarity	0.6952	NPC313504
Remote Similarity	0.6869	NPC54981
Remote Similarity	0.6839	NPC15566
Remote Similarity	0.6746	NPC69843
Remote Similarity	0.6731	NPC323244
Remote Similarity	0.6717	NPC71238
Remote Similarity	0.6604	NPC328924
Remote Similarity	0.6599	NPC155498
Remote Similarity	0.6545	NPC210123
Remote Similarity	0.6535	NPC477417
Remote Similarity	0.6535	NPC477419
Remote Similarity	0.6485	NPC470141
Remote Similarity	0.6463	NPC111132
Remote Similarity	0.639	NPC282247
Remote Similarity	0.6329	NPC470142
Remote Similarity	0.6318	NPC473376
Remote Similarity	0.6305	NPC476524
Remote Similarity	0.6294	NPC315642
Remote Similarity	0.6294	NPC8590
Remote Similarity	0.6294	NPC74306
Remote Similarity	0.6279	NPC197068
Remote Similarity	0.6243	NPC40530
Remote Similarity	0.6243	NPC314281
Remote Similarity	0.6216	NPC326248
Remote Similarity	0.6216	NPC187191
Remote Similarity	0.6214	NPC320968
Remote Similarity	0.6158	NPC473646
Remote Similarity	0.6146	NPC476525
Remote Similarity	0.612	NPC472790
Remote Similarity	0.6082	NPC476527
Remote Similarity	0.6077	NPC54744
Remote Similarity	0.6067	NPC282531
Remote Similarity	0.6067	NPC321052
Remote Similarity	0.602	NPC171317
Remote Similarity	0.602	NPC213629
Remote Similarity	0.6009	NPC156003
Remote Similarity	0.5991	NPC477418
Remote Similarity	0.5991	NPC477420
Remote Similarity	0.5986	NPC9639
Remote Similarity	0.5969	NPC17059
Remote Similarity	0.5962	NPC469717
Remote Similarity	0.596	NPC273327
Remote Similarity	0.5943	NPC147983
Remote Similarity	0.5943	NPC177996
Remote Similarity	0.5911	NPC293917
Remote Similarity	0.5891	NPC174281
Remote Similarity	0.5891	NPC475286
Remote Similarity	0.5859	NPC171393
Remote Similarity	0.5859	NPC295452
Remote Similarity	0.5848	NPC320818
Remote Similarity	0.5846	NPC270834
Remote Similarity	0.5842	NPC48117
Remote Similarity	0.5842	NPC329765
Remote Similarity	0.5842	NPC54214
Remote Similarity	0.5842	NPC476526
Remote Similarity	0.5833	NPC136957
Remote Similarity	0.5833	NPC100321
Remote Similarity	0.5833	NPC19696
Remote Similarity	0.582	NPC477634
Remote Similarity	0.5789	NPC54420
Remote Similarity	0.5789	NPC262926
Remote Similarity	0.5784	NPC124276
Remote Similarity	0.5778	NPC326694
Remote Similarity	0.5761	NPC239737
Remote Similarity	0.5756	NPC61198
Remote Similarity	0.5741	NPC475736
Remote Similarity	0.5741	NPC235866
Remote Similarity	0.5741	NPC477714
Remote Similarity	0.574	NPC475859
Remote Similarity	0.574	NPC475969
Remote Similarity	0.574	NPC474877
Remote Similarity	0.574	NPC243319
Remote Similarity	0.5736	NPC228835
Remote Similarity	0.5735	NPC162860
Remote Similarity	0.5723	NPC41958
Remote Similarity	0.5714	NPC207633
Remote Similarity	0.5707	NPC473640
Remote Similarity	0.57	NPC475506
Remote Similarity	0.5695	NPC477176
Remote Similarity	0.5695	NPC470729
Remote Similarity	0.5695	NPC477175
Remote Similarity	0.5695	NPC470730
Remote Similarity	0.5694	NPC477715
Remote Similarity	0.5689	NPC63279
Remote Similarity	0.5682	NPC64216
Remote Similarity	0.5681	NPC242923
Remote Similarity	0.5679	NPC278549
Remote Similarity	0.5678	NPC94752
Remote Similarity	0.5673	NPC155143
Remote Similarity	0.567	NPC477177
Remote Similarity	0.5664	NPC297642
Remote Similarity	0.5663	NPC16659
Remote Similarity	0.566	NPC223791
Remote Similarity	0.566	NPC107077
Remote Similarity	0.566	NPC478158
Remote Similarity	0.5648	NPC470732
Remote Similarity	0.5648	NPC470731
Remote Similarity	0.5644	NPC89987
Remote Similarity	0.5644	NPC165743
Remote Similarity	0.5635	NPC477633
Remote Similarity	0.5625	NPC9635
Remote Similarity	0.5625	NPC54537
Remote Similarity	0.5619	NPC313897
Remote Similarity	0.5612	NPC265710
Remote Similarity	0.5612	NPC11126
Remote Similarity	0.561	NPC252603
Remote Similarity	0.56	NPC111566

Drug Structure

NPD3130 OpenBabel08211702562D 33 35 0 0 1 0 0 0 0 0999 V2000 2.2459 -0.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0911 1.3336 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5497 -0.3676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5007 -0.6766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 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 -2.5316 -0.7688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5610 -2.2634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7635 -3.3460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4271 -1.7634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5497 0.6324 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7226 -0.1810 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0885 0.1324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2601 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7406 1.2202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2382 -1.4680 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7689 -3.2415 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.1702 -2.4325 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5007 0.9414 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8271 0.8135 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 -6.0885 0.1324 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5909 -2.0032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8452 2.2147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7045 -1.5823 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9074 -0.7248 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1483 -2.2246 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5885 0.9985 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9000 -2.9543 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7587 2.6215 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 13 1 0 0 0 0 5 6 1 0 0 0 0 5 18 1 0 0 0 0 6 24 1 0 0 0 0 7 10 1 0 0 0 0 8 10 2 0 0 0 0 8 20 1 0 0 0 0 9 20 2 0 0 0 0 9 21 1 0 0 0 0 10 21 1 0 0 0 0 11 16 1 6 0 0 0 11 22 1 0 0 0 0 12 7 1 6 0 0 0 12 17 1 0 0 0 0 12 23 1 0 0 0 0 13 22 2 0 0 0 0 13 25 1 0 0 0 0 14 15 1 1 0 0 0 14 18 1 0 0 0 0 14 24 1 0 0 0 0 15 19 2 0 0 0 0 15 26 1 0 0 0 0 16 23 2 3 0 0 0 16 27 1 0 0 0 0 17 24 1 0 0 0 0 17 28 2 0 0 0 0 19 29 1 0 0 0 0 21 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000500
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	390.20
ALogP	-0.5875
MLogP	2.34
XLogP	-0.058
HDA	10
HBD	5
Rotatable Bonds	12
TPSA	158.25
RO5 Violation	0