NPASS drugs

Drug Information

Drug ID:	NPD5380
Drug Name:	pegaptanib
Molecular Formula:	C22H44N3O10P
Canonical SMILES:	COCCOC(=N[C@H](C(=NCCCCCCCOP(=O)(O)C)O)CCCCN=C(OCCOC)O)O
Standard InCHI:	InChI=1S/C22H44N3O10P/c1-31-15-17-33-21(27)24-13-9-7-11-19(25-22(28)34-18-16-32-2)20(26)23-12-8-5-4-6-10-14-35-36(3,29)30/h19H,4-18H2,1-3H3,(H,23,26)(H,24,27)(H,25,28)(H,29,30)/t19-/m0/s1
Standard InCHIKey:	WLCZTRVUXYALDD-IBGZPJMESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5380

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	51
0.1-0.2	10280
0.2-0.3	15740
0.3-0.4	3943
0.4-0.5	668
0.5-0.6	186
0.6-0.7	22
0.7-0.8	0
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
Remote Similarity	0.6667	NPC270041
Remote Similarity	0.662	NPC145627
Remote Similarity	0.6571	NPC319131
Remote Similarity	0.6508	NPC289484
Remote Similarity	0.6508	NPC319709
Remote Similarity	0.6338	NPC328786
Remote Similarity	0.6338	NPC474627
Remote Similarity	0.6338	NPC201338
Remote Similarity	0.6324	NPC471917
Remote Similarity	0.6316	NPC474298
Remote Similarity	0.6316	NPC28348
Remote Similarity	0.6316	NPC473985
Remote Similarity	0.6316	NPC474299
Remote Similarity	0.6316	NPC475808
Remote Similarity	0.6269	NPC473872
Remote Similarity	0.6184	NPC195165
Remote Similarity	0.6163	NPC476523
Remote Similarity	0.6061	NPC80350
Remote Similarity	0.6056	NPC472578
Remote Similarity	0.6024	NPC316807
Remote Similarity	0.6	NPC82799
Remote Similarity	0.6	NPC43219
Remote Similarity	0.597	NPC329181
Remote Similarity	0.597	NPC319110
Remote Similarity	0.5968	NPC241279
Remote Similarity	0.5949	NPC477200
Remote Similarity	0.5926	NPC86064
Remote Similarity	0.5921	NPC238646
Remote Similarity	0.5921	NPC474402
Remote Similarity	0.5875	NPC54460
Remote Similarity	0.5875	NPC474403
Remote Similarity	0.587	NPC208537
Remote Similarity	0.587	NPC270005
Remote Similarity	0.5823	NPC478256
Remote Similarity	0.5823	NPC327486
Remote Similarity	0.5823	NPC223174
Remote Similarity	0.5823	NPC327753
Remote Similarity	0.5811	NPC477644
Remote Similarity	0.5797	NPC474322
Remote Similarity	0.5753	NPC216415
Remote Similarity	0.5753	NPC476537
Remote Similarity	0.575	NPC126366
Remote Similarity	0.575	NPC324165
Remote Similarity	0.575	NPC169976
Remote Similarity	0.575	NPC170963
Remote Similarity	0.575	NPC33267
Remote Similarity	0.575	NPC114640
Remote Similarity	0.5714	NPC470284
Remote Similarity	0.5714	NPC316242
Remote Similarity	0.5699	NPC475603
Remote Similarity	0.5699	NPC61894
Remote Similarity	0.5696	NPC224700
Remote Similarity	0.5696	NPC320663
Remote Similarity	0.5696	NPC474812
Remote Similarity	0.5679	NPC141325
Remote Similarity	0.5663	NPC217095
Remote Similarity	0.5663	NPC264417
Remote Similarity	0.5647	NPC478017
Remote Similarity	0.5647	NPC474833
Remote Similarity	0.5647	NPC315131
Remote Similarity	0.5647	NPC315535
Remote Similarity	0.5647	NPC473984
Remote Similarity	0.5625	NPC476291
Remote Similarity	0.5625	NPC476285
Remote Similarity	0.561	NPC138435

Drug Structure

NPD5380 OpenBabel08211706322D 40 39 0 0 1 0 0 0 0 0999 V2000 16.5000 6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -1.7321 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 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.0000 6.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.5000 6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 2.5981 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.0000 5.1962 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.5000 4.3301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.0000 6.9282 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.5000 6.0622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 6.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.0000 3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 32 1 0 0 0 0 3 36 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 10 1 0 0 0 0 7 9 1 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 12 23 1 0 0 0 0 13 24 1 0 0 0 0 14 35 1 0 0 0 0 15 17 1 0 0 0 0 15 31 1 0 0 0 0 16 18 1 0 0 0 0 16 32 1 0 0 0 0 17 33 1 0 0 0 0 18 34 1 0 0 0 0 19 11 1 6 0 0 0 19 20 1 0 0 0 0 19 25 1 0 0 0 0 20 23 2 3 0 0 0 20 26 1 0 0 0 0 21 24 2 3 0 0 0 21 27 1 0 0 0 0 21 33 1 0 0 0 0 22 25 2 3 0 0 0 22 28 1 0 0 0 0 22 34 1 0 0 0 0 26 37 1 0 0 0 0 27 38 1 0 0 0 0 28 39 1 0 0 0 0 29 36 1 0 0 0 0 29 40 1 0 0 0 0 30 36 2 0 0 0 0 35 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001259
DrugBank
ChEMBL
IUPHAR/BPS	6836
PharmaGKB
KEGG Drug
PubChem CID	56603655
ChEBI
CAS Number

Drug Properties

Molecular Weight	541.28
ALogP	-2.549
MLogP	2.34
XLogP	1.595
HDA	13
HBD	4
Rotatable Bonds	31
TPSA	191.03
RO5 Violation	2