NPASS drugs

Drug Information

Drug ID:	NPD4089
Drug Name:
Molecular Formula:	C20H25N7O2
Canonical SMILES:	C[C@@H]1CN(C[C@H]1c1nc(O)c2c(n1)n(nc2)C1CCOCC1)Cc1ncccn1
Standard InCHI:	InChI=1S/C20H25N7O2/c1-13-10-26(12-17-21-5-2-6-22-17)11-16(13)18-24-19-15(20(28)25-18)9-23-27(19)14-3-7-29-8-4-14/h2,5-6,9,13-14,16H,3-4,7-8,10-12H2,1H3,(H,24,25,28)/t13-,16-/m1/s1
Standard InCHIKey:	IWXUVYOOUMLUTQ-CZUORRHYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4089

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	285
0.1-0.2	12404
0.2-0.3	14322
0.3-0.4	2467
0.4-0.5	1256
0.5-0.6	143
0.6-0.7	11
0.7-0.8	2
0.8-0.85	0
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	0.75	NPC321393
Intermediate Similarity	0.7055	NPC321929
Remote Similarity	0.6282	NPC27699
Remote Similarity	0.6277	NPC168702
Remote Similarity	0.6277	NPC125659
Remote Similarity	0.6258	NPC163105
Remote Similarity	0.6243	NPC207633
Remote Similarity	0.6203	NPC329046
Remote Similarity	0.6141	NPC52238
Remote Similarity	0.6108	NPC311197
Remote Similarity	0.6108	NPC54320
Remote Similarity	0.6108	NPC313754
Remote Similarity	0.6042	NPC222174
Remote Similarity	0.5941	NPC472289
Remote Similarity	0.5936	NPC239737
Remote Similarity	0.5899	NPC317821
Remote Similarity	0.5885	NPC261595
Remote Similarity	0.5855	NPC321458
Remote Similarity	0.5855	NPC324033
Remote Similarity	0.5843	NPC129756
Remote Similarity	0.5824	NPC248007
Remote Similarity	0.5822	NPC107160
Remote Similarity	0.581	NPC161659
Remote Similarity	0.581	NPC209525
Remote Similarity	0.5803	NPC33382
Remote Similarity	0.5787	NPC33996
Remote Similarity	0.5784	NPC150853
Remote Similarity	0.5771	NPC57279
Remote Similarity	0.5759	NPC75844
Remote Similarity	0.5758	NPC164845
Remote Similarity	0.575	NPC473585
Remote Similarity	0.5746	NPC314152
Remote Similarity	0.5744	NPC326082
Remote Similarity	0.5738	NPC164665
Remote Similarity	0.5738	NPC189068
Remote Similarity	0.5707	NPC309832
Remote Similarity	0.5707	NPC219313
Remote Similarity	0.5689	NPC130570
Remote Similarity	0.5683	NPC156461
Remote Similarity	0.5683	NPC107374
Remote Similarity	0.5683	NPC21448
Remote Similarity	0.5661	NPC472834
Remote Similarity	0.5659	NPC229974
Remote Similarity	0.5654	NPC195140
Remote Similarity	0.5647	NPC139776
Remote Similarity	0.5645	NPC136349
Remote Similarity	0.5637	NPC265111
Remote Similarity	0.5628	NPC326529
Remote Similarity	0.5622	NPC269827
Remote Similarity	0.5608	NPC302778
Remote Similarity	0.5608	NPC212551
Remote Similarity	0.56	NPC324198
Remote Similarity	0.56	NPC319100

Drug Structure

NPD4089 OpenBabel08211704332D 30 34 0 0 1 0 0 0 0 0999 V2000 -2.9105 1.8546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8897 2.8499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 1.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2872 1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8952 2.9544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2964 1.9364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0511 2.6453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5962 2.1100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6318 1.3934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4627 -0.2158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1263 0.4229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6537 1.1855 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3090 0.9511 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 -3.5491 0.1910 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.7141 1.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3074 2.1454 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7086 1.1274 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 0.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1318 0.5274 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 -1.8171 -2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9271 2.8532 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -3.3090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 3 14 1 0 0 0 0 4 8 1 0 0 0 0 4 14 1 0 0 0 0 5 21 1 0 0 0 0 6 22 2 0 0 0 0 7 29 1 0 0 0 0 8 29 1 0 0 0 0 9 15 1 0 0 0 0 9 23 2 0 0 0 0 10 13 1 0 0 0 0 10 26 1 0 0 0 0 11 16 1 0 0 0 0 11 26 1 0 0 0 0 12 17 1 0 0 0 0 12 26 1 0 0 0 0 13 1 1 1 0 0 0 13 16 1 0 0 0 0 14 27 1 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 16 18 1 6 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 24 2 0 0 0 0 18 25 1 0 0 0 0 19 24 1 0 0 0 0 19 27 1 0 0 0 0 20 25 2 0 0 0 0 20 28 1 0 0 0 0 23 27 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001547
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	395.21
ALogP	-1.3291
MLogP	2.67
XLogP	0.684
HDA	8
HBD	1
Rotatable Bonds	6
TPSA	102.08
RO5 Violation	0