NPASS drugs

Drug Information

Drug ID:	NPD242
Drug Name:	Fludarabine Phosphate
Molecular Formula:	C10H13FN5O7P
Canonical SMILES:	O[C@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1nc(F)nc2N)COP(=O)(O)O
Standard InCHI:	"InChI=1S/C10H13FN5O7P/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,14,15)(H2,19,20,21)/t3-,5-,6+,9-/m1/s1"
Standard InCHIKey:	GIUYCYHIANZCFB-FJFJXFQQSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD242

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	139138
0.1-0.2	71380
0.2-0.3	576
0.3-0.4	422
0.4-0.5	138
0.5-0.6	53
0.6-0.7	12
0.7-0.8	9
0.8-0.85	5
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.8413	NPC472816
Intermediate Similarity	0.8413	NPC517016
Intermediate Similarity	0.8413	NPC574893
Intermediate Similarity	0.8413	NPC581344
Intermediate Similarity	0.8413	NPC600171
Intermediate Similarity	0.7273	NPC185991
Intermediate Similarity	0.7273	NPC321814
Intermediate Similarity	0.7273	NPC509277
Intermediate Similarity	0.7273	NPC611766
Intermediate Similarity	0.7258	NPC269827
Intermediate Similarity	0.7258	NPC602648
Intermediate Similarity	0.7123	NPC518550
Intermediate Similarity	0.7123	NPC572845
Intermediate Similarity	0.7123	NPC611003
Remote Similarity	0.6301	NPC130586
Remote Similarity	0.6301	NPC539967
Remote Similarity	0.6301	NPC602178
Remote Similarity	0.6133	NPC174802
Remote Similarity	0.6133	NPC54152
Remote Similarity	0.6133	NPC59850
Remote Similarity	0.6133	NPC578991
Remote Similarity	0.6081	NPC317780
Remote Similarity	0.6053	NPC503286
Remote Similarity	0.6053	NPC572672
Remote Similarity	0.6053	NPC606410
Remote Similarity	0.6	NPC261595
Remote Similarity	0.5946	NPC324198
Remote Similarity	0.5946	NPC316939
Remote Similarity	0.5946	NPC326529
Remote Similarity	0.5946	NPC319100
Remote Similarity	0.5946	NPC603572
Remote Similarity	0.5946	NPC607210
Remote Similarity	0.5915	NPC318121
Remote Similarity	0.5915	NPC595078
Remote Similarity	0.5797	NPC136349
Remote Similarity	0.5797	NPC219313
Remote Similarity	0.5797	NPC525749
Remote Similarity	0.5789	NPC327314
Remote Similarity	0.5735	NPC538546
Remote Similarity	0.5732	NPC323608
Remote Similarity	0.5696	NPC515470
Remote Similarity	0.5694	NPC177964
Remote Similarity	0.5652	NPC574902
Remote Similarity	0.5652	NPC599876
Remote Similarity	0.557	NPC316618
Remote Similarity	0.557	NPC327566
Remote Similarity	0.557	NPC323091
Remote Similarity	0.557	NPC518734
Remote Similarity	0.557	NPC552750
Remote Similarity	0.557	NPC590280
Remote Similarity	0.5556	NPC565915
Remote Similarity	0.5488	NPC278925
Remote Similarity	0.5467	NPC319099
Remote Similarity	0.5422	NPC323629
Remote Similarity	0.5422	NPC551964
Remote Similarity	0.5395	NPC325378
Remote Similarity	0.5375	NPC319557
Remote Similarity	0.5375	NPC512195
Remote Similarity	0.5373	NPC558500
Remote Similarity	0.5362	NPC592043
Remote Similarity	0.5362	NPC601766
Remote Similarity	0.5333	NPC328479
Remote Similarity	0.5333	NPC604652
Remote Similarity	0.5325	NPC319558
Remote Similarity	0.5309	NPC321692
Remote Similarity	0.5278	NPC578663
Remote Similarity	0.5256	NPC316774
Remote Similarity	0.5205	NPC542450
Remote Similarity	0.5195	NPC324033
Remote Similarity	0.519	NPC321458
Remote Similarity	0.5132	NPC121222
Remote Similarity	0.5125	NPC316617
Remote Similarity	0.507	NPC30326
Remote Similarity	0.5065	NPC164952
Remote Similarity	0.5065	NPC505783
Remote Similarity	0.5062	NPC323090
Remote Similarity	0.5062	NPC566076
Remote Similarity	0.5062	NPC605894
Remote Similarity	0.5055	NPC324088

Drug Structure

NPD242 OpenBabel08201723122D 30 32 0 0 1 0 0 0 0 0999 V2000 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7989 -1.6448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7989 -3.2628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 -0.0570 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0388 -0.3660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0068 -4.2410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 -2.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 -1.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3126 -4.6011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5695 -5.2702 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.9579 -4.5500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3867 -2.4538 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.2637 -4.9101 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1047 -3.6229 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 -1.9538 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7788 0.8940 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 0.2218 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 -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 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 -1.6750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 7.1658 -5.5281 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7010 -3.8809 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8006 1.1020 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7614 -0.1850 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 22 1 0 0 0 0 2 13 2 0 0 0 0 2 16 1 0 0 0 0 3 1 1 6 0 0 0 3 5 1 0 0 0 0 3 23 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 4 13 1 0 0 0 0 5 6 1 0 0 0 0 5 17 1 1 0 0 0 6 9 1 0 0 0 0 6 18 1 6 0 0 0 7 12 1 0 0 0 0 7 14 1 0 0 0 0 8 15 2 0 0 0 0 8 16 1 0 0 0 0 9 16 1 6 0 0 0 9 23 1 0 0 0 0 10 11 1 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 12 25 1 0 0 0 0 12 26 1 0 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 19 24 1 0 0 0 0 19 29 1 0 0 0 0 20 24 1 0 0 0 0 20 30 1 0 0 0 0 21 24 2 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	365.05
ALogP	-2.112
MLogP	1.02
XLogP	-3.088
HDA	12
HBD	5
Rotatable Bonds	10
TPSA	195.88
RO5 Violation	1